accessibility menu, dialog, popup

UserName
Viewing profile as user:

Lipids and Lipid Derivatives

Nonpolar, water-insoluble biomolecules for energy storage, signaling, and membrane structures; include fatty acid conjugates, prenol lipids, fatty alcohols, steroids, fatty acid esters, cylcerolipids, fatty alcohol esters, and fatty acyl thioesters.
Fatty acid conjugates (2,866)
Prenol lipids (2,306)
Fatty acid esters (1,401)
Steroids and derivatives (1,296)
Fatty alcohols (797)
Fatty alcohol esters (605)
Glycerolipids (279)
Sphingolipids (232)
Glycerophospholipids (123)
Fatty acyl thioesters (16)
Eicosanoids (6)
Fatty acyl glycosides (4)
Endocannabinoids (2)

Filtered Search Results

Products from some of our suppliers do not display in filtered search results. Please clear all filters to see these products.

Narrow Results

Narrow Results

No results found within this category. Try removing some selected filters and try again.

category

special offers

  • (1)
  • (12)

brands

  • (14)
  • (4)
  • (1)
  • (59)
  • (4)
  • (11)
  • (5)
  • (64)
  • (1)
  • (1)
  • (2)
  • (27)
  • (1)
  • (10)
  • (207)
  • (17)
  • (2)
  • (54)
  • (5)
  • (3)
  • (2)
  • (1)
  • (1)
  • (2)
  • (1)
  • (6)
  • (8)
  • (3)
  • (139)
  • (4)
  • (1)
  • (540)
  • (16)
  • (3)
  • (1)
  • (95)
  • (1)
  • (20)
  • (1)
  • (5)
  • (1)
  • (1)
  • (4)
  • (3)
  • (20)
  • (1)
  • (4)
  • (10)
  • (27)
  • (4)
  • (1)
  • (38)
  • (3)
  • (11)
  • (1)
  • (1)
  • (5)
  • (10)
  • (2)
  • (27)
  • (3)
  • (1)
  • (1)
  • (2)
  • (218)
  • (10)
  • (1)
  • (2)
  • (2,572)
  • (1)
  • (6)
  • (10)
  • (2)
  • (3)
  • (1)
  • (27)
  • (1)
  • (23)
  • (9)
  • (8)
  • (1)
  • (3)
  • (2)
  • (199)
  • (722)
  • (359)
  • (290)
  • (8)
  • (1,386)
  • (2)
  • (1)
  • (1,832)
  • (23)
  • (19)
  • (10)
  • (1)
  • (479)

special interests

  • (40)
  • (4)
  • (18)
  • (1,726)

Quantity

  • (1)
  • (2)
  • (1)
  • (1)
  • (6)
  • (53)
  • (483)
Show all

Molecular Weight (g/mol)

  • (2)
  • (8)
  • (23)
  • (26)
  • (7)
  • (2)
  • (1)
Show all

Percent Purity

  • (2)
  • (3)
  • (1)
  • (5)
  • (2)
  • (9)
  • (7)
Show all

Physical Form

  • (3)
  • (2)
  • (29)
  • (3)
  • (1)
  • (3)
  • (3)
Show all

Boiling Point

  • (2)
  • (3)
  • (2)
  • (3)
  • (2)
  • (1)
  • (1)
Show all

Grade

  • (6)
  • (9)
  • (2)
  • (2)
  • (3)
  • (1)
  • (2)
Show all

Product Line

  • (1)
  • (18)
  • (4)
  • (6)
  • (1)
  • (1)
  • (2)
Show all
346 – 360 of 7,869 results
346

Thermo Scientific Chemicals Docetaxel, 98%

CAS: 114977-28-5 Molecular Formula: C43H53NO14 Molecular Weight (g/mol): 807.88 InChI Key: ZDZOTLJHXYCWBA-VCVYQWHSSA-N Synonym: docetaxel,taxotere,docetaxel anhydrous,docetaxol,emdoc,docetaxel, trihydrate,docetaxel inn,taxotere tn,unii-699121phca,txl PubChem CID: 148124 ChEBI: CHEBI:4672 SMILES: CC1=C2C(C(=O)C3(C(CC4C(C3C(C(C2(C)C)(CC1OC(=O)C(C(C5=CC=CC=C5)NC(=O)OC(C)(C)C)O)O)OC(=O)C6=CC=CC=C6)(CO4)OC(=O)C)O)C)O

PubChem CID 148124
CAS 114977-28-5
Molecular Weight (g/mol) 807.88
ChEBI CHEBI:4672
SMILES CC1=C2C(C(=O)C3(C(CC4C(C3C(C(C2(C)C)(CC1OC(=O)C(C(C5=CC=CC=C5)NC(=O)OC(C)(C)C)O)O)OC(=O)C6=CC=CC=C6)(CO4)OC(=O)C)O)C)O
Synonym docetaxel,taxotere,docetaxel anhydrous,docetaxol,emdoc,docetaxel, trihydrate,docetaxel inn,taxotere tn,unii-699121phca,txl
InChI Key ZDZOTLJHXYCWBA-VCVYQWHSSA-N
Molecular Formula C43H53NO14
347

10-Undecen-1-ol, 99%

CAS: 112-43-6 Molecular Formula: C11H22O Molecular Weight (g/mol): 170.296 MDL Number: MFCD00004750 InChI Key: GIEMHYCMBGELGY-UHFFFAOYSA-N Synonym: 10-undecen-1-ol,undecylenic alcohol,undecylenyl alcohol,10-undecenol,1-undecen-11-ol,10-undecylen-1-ol,11-hydroxy-1-undecene,omega-undecenyl alcohol,undecen-1-ol,.omega.-undecenyl alcohol PubChem CID: 8185 IUPAC Name: undec-10-en-1-ol SMILES: C=CCCCCCCCCCO

PubChem CID 8185
CAS 112-43-6
Molecular Weight (g/mol) 170.296
MDL Number MFCD00004750
SMILES C=CCCCCCCCCCO
Synonym 10-undecen-1-ol,undecylenic alcohol,undecylenyl alcohol,10-undecenol,1-undecen-11-ol,10-undecylen-1-ol,11-hydroxy-1-undecene,omega-undecenyl alcohol,undecen-1-ol,.omega.-undecenyl alcohol
IUPAC Name undec-10-en-1-ol
InChI Key GIEMHYCMBGELGY-UHFFFAOYSA-N
Molecular Formula C11H22O
348

5-Bromovaleric acid, 97%

CAS: 2067-33-6 Molecular Formula: C5H9BrO2 Molecular Weight (g/mol): 181.03 MDL Number: MFCD00004414 InChI Key: WNXNUPJZWYOKMW-UHFFFAOYSA-N Synonym: 5-bromovaleric acid,pentanoic acid, 5-bromo,5-bromo-n-valeric acid,valeric acid, 5-bromo,5-bromovalenc acid,1-bromo-4-carboxybutane,.delta.-bromovaleric acid,delta-bromovaleric acid,5-bromo valeric acid,5-bromoval eric acid PubChem CID: 16368 IUPAC Name: 5-bromopentanoic acid SMILES: C(CCBr)CC(=O)O

PubChem CID 16368
CAS 2067-33-6
Molecular Weight (g/mol) 181.03
MDL Number MFCD00004414
SMILES C(CCBr)CC(=O)O
Synonym 5-bromovaleric acid,pentanoic acid, 5-bromo,5-bromo-n-valeric acid,valeric acid, 5-bromo,5-bromovalenc acid,1-bromo-4-carboxybutane,.delta.-bromovaleric acid,delta-bromovaleric acid,5-bromo valeric acid,5-bromoval eric acid
IUPAC Name 5-bromopentanoic acid
InChI Key WNXNUPJZWYOKMW-UHFFFAOYSA-N
Molecular Formula C5H9BrO2
349

Bis(pentamethylcyclopentadienyl)nickel

CAS: 74507-63-4 Molecular Formula: C20H30Ni Molecular Weight (g/mol): 329.153 MDL Number: MFCD00058704 InChI Key: CHPLEWYRKUFKQP-UHFFFAOYSA-N Synonym: Decamethylnickelocene PubChem CID: 24943158 IUPAC Name: nickel(2+);1,2,3,5,5-pentamethylcyclopenta-1,3-diene SMILES: CC1=[C-]C(C(=C1C)C)(C)C.CC1=[C-]C(C(=C1C)C)(C)C.[Ni+2]

PubChem CID 24943158
CAS 74507-63-4
Molecular Weight (g/mol) 329.153
MDL Number MFCD00058704
SMILES CC1=[C-]C(C(=C1C)C)(C)C.CC1=[C-]C(C(=C1C)C)(C)C.[Ni+2]
Synonym Decamethylnickelocene
IUPAC Name nickel(2+);1,2,3,5,5-pentamethylcyclopenta-1,3-diene
InChI Key CHPLEWYRKUFKQP-UHFFFAOYSA-N
Molecular Formula C20H30Ni
350

Geranylacetone, (E)+(Z), 97%, (Z)-isomer (nerylacetone) ca 45%

CAS: 689-67-8 Molecular Formula: C13H22O Molecular Weight (g/mol): 194.318 MDL Number: MFCD00008910 InChI Key: HNZUNIKWNYHEJJ-FMIVXFBMSA-N Synonym: geranylacetone,geranyl acetone,e-6,10-dimethylundeca-5,9-dien-2-one,trans-geranylacetone,5e-6,10-dimethylundeca-5,9-dien-2-one,geranylacetone, trans,dihydropseudoionone,6,10-dimethylundeca-5,9-dien-2-one,e-6,10-dimethyl-5,9-undecadien-2-one,unii-9b7ry79u9z PubChem CID: 1549778 ChEBI: CHEBI:67206 IUPAC Name: (5E)-6,10-dimethylundeca-5,9-dien-2-one SMILES: CC(=CCCC(=CCCC(=O)C)C)C

PubChem CID 1549778
CAS 689-67-8
Molecular Weight (g/mol) 194.318
ChEBI CHEBI:67206
MDL Number MFCD00008910
SMILES CC(=CCCC(=CCCC(=O)C)C)C
Synonym geranylacetone,geranyl acetone,e-6,10-dimethylundeca-5,9-dien-2-one,trans-geranylacetone,5e-6,10-dimethylundeca-5,9-dien-2-one,geranylacetone, trans,dihydropseudoionone,6,10-dimethylundeca-5,9-dien-2-one,e-6,10-dimethyl-5,9-undecadien-2-one,unii-9b7ry79u9z
IUPAC Name (5E)-6,10-dimethylundeca-5,9-dien-2-one
InChI Key HNZUNIKWNYHEJJ-FMIVXFBMSA-N
Molecular Formula C13H22O
351

Geranic acid, 98% (sum of isomers)

CAS: 459-80-3 Molecular Formula: C10H16O2 Molecular Weight (g/mol): 168.24 MDL Number: MFCD00036493,MFCD20542837 InChI Key: ZHYZQXUYZJNEHD-VQHVLOKHSA-N Synonym: geranic acid,3,7-dimethylocta-2,6-dienoic acid,decaprenoic acid,trans-geranic acid,3,7-dimethyl-2,6-octadienoic acid,3,7-dimethyl-2e,6-octadienoic acid,neric acid,2e-3,7-dimethylocta-2,6-dienoic acid,e-3,7-dimethylocta-2,6-dienoic acid,nerolic acid PubChem CID: 5275520 ChEBI: CHEBI:67264 IUPAC Name: (2E)-3,7-dimethylocta-2,6-dienoic acid SMILES: CC(C)=CCC\C(C)=C\C(O)=O

PubChem CID 5275520
CAS 459-80-3
Molecular Weight (g/mol) 168.24
ChEBI CHEBI:67264
MDL Number MFCD00036493,MFCD20542837
SMILES CC(C)=CCC\C(C)=C\C(O)=O
Synonym geranic acid,3,7-dimethylocta-2,6-dienoic acid,decaprenoic acid,trans-geranic acid,3,7-dimethyl-2,6-octadienoic acid,3,7-dimethyl-2e,6-octadienoic acid,neric acid,2e-3,7-dimethylocta-2,6-dienoic acid,e-3,7-dimethylocta-2,6-dienoic acid,nerolic acid
IUPAC Name (2E)-3,7-dimethylocta-2,6-dienoic acid
InChI Key ZHYZQXUYZJNEHD-VQHVLOKHSA-N
Molecular Formula C10H16O2
352

Methyl 4-bromobutyrate, 97%

CAS: 4897-84-1 Molecular Formula: C5H9BrO2 Molecular Weight (g/mol): 181.03 MDL Number: MFCD00041482 InChI Key: QAWFLJGZSZIZHO-UHFFFAOYSA-N Synonym: methyl 4-bromobutyrate,4-bromobutyric acid methyl ester,methyl-4-bromobutyrate,butanoic acid, 4-bromo-, methyl ester,methyl4-bromobutyrate,butyric acid, 4-bromo-, methyl ester,methyl gamma-bromobutyrate,acmc-1amn9,4-brombutyric acid methyl ester,4-bromobutyric acid methyl-ester PubChem CID: 107604 IUPAC Name: methyl 4-bromobutanoate SMILES: COC(=O)CCCBr

PubChem CID 107604
CAS 4897-84-1
Molecular Weight (g/mol) 181.03
MDL Number MFCD00041482
SMILES COC(=O)CCCBr
Synonym methyl 4-bromobutyrate,4-bromobutyric acid methyl ester,methyl-4-bromobutyrate,butanoic acid, 4-bromo-, methyl ester,methyl4-bromobutyrate,butyric acid, 4-bromo-, methyl ester,methyl gamma-bromobutyrate,acmc-1amn9,4-brombutyric acid methyl ester,4-bromobutyric acid methyl-ester
IUPAC Name methyl 4-bromobutanoate
InChI Key QAWFLJGZSZIZHO-UHFFFAOYSA-N
Molecular Formula C5H9BrO2
353

(R)-2-(Boc-amino)butyric acid, 95%

CAS: 45121-22-0 Molecular Formula: C9H17NO4 Molecular Weight (g/mol): 203.238 MDL Number: MFCD00270335 InChI Key: PNFVIPIQXAIUAY-ZCFIWIBFSA-N Synonym: boc-d-abu-oh,r-2-tert-butoxycarbonyl amino butanoic acid,r-n-boc-2-aminobutyric acid,boc-d-alpha-aminobutyric acid,boc-r-2-aminobutyric acid,boc-d-2-aminobutyric acid,2r-2-tert-butoxycarbonyl amino butanoic acid,2r-2-tert-butoxy carbonyl amino butanoic acid,butanoic acid, 2-1,1-dimethylethoxy carbonyl amino-, 2r,2-r-tert-butoxycarbonylaminobutyric acid PubChem CID: 2755936 IUPAC Name: (2R)-2-[(2-methylpropan-2-yl)oxycarbonylamino]butanoic acid SMILES: CCC(C(=O)O)NC(=O)OC(C)(C)C

PubChem CID 2755936
CAS 45121-22-0
Molecular Weight (g/mol) 203.238
MDL Number MFCD00270335
SMILES CCC(C(=O)O)NC(=O)OC(C)(C)C
Synonym boc-d-abu-oh,r-2-tert-butoxycarbonyl amino butanoic acid,r-n-boc-2-aminobutyric acid,boc-d-alpha-aminobutyric acid,boc-r-2-aminobutyric acid,boc-d-2-aminobutyric acid,2r-2-tert-butoxycarbonyl amino butanoic acid,2r-2-tert-butoxy carbonyl amino butanoic acid,butanoic acid, 2-1,1-dimethylethoxy carbonyl amino-, 2r,2-r-tert-butoxycarbonylaminobutyric acid
IUPAC Name (2R)-2-[(2-methylpropan-2-yl)oxycarbonylamino]butanoic acid
InChI Key PNFVIPIQXAIUAY-ZCFIWIBFSA-N
Molecular Formula C9H17NO4
354

Castor Oil, Sulfated, Spectrum™ Chemical
SDP

CAS: 8002-33-3

CAS 8002-33-3
355

Methyl valerate, 99%

CAS: 624-24-8 Molecular Formula: C6H12O2 Molecular Weight (g/mol): 116.16 MDL Number: MFCD00009478 InChI Key: HNBDRPTVWVGKBR-UHFFFAOYSA-N Synonym: methyl valerate,pentanoic acid, methyl ester,methyl n-valerate,methyl valerianate,valeric acid, methyl ester,valeric acid methyl ester,unii-zw21jjj9vn,pentanoic acid methyl ester,fema no. 2752,zw21jjj9vn PubChem CID: 12206 IUPAC Name: methyl pentanoate SMILES: CCCCC(=O)OC

PubChem CID 12206
CAS 624-24-8
Molecular Weight (g/mol) 116.16
MDL Number MFCD00009478
SMILES CCCCC(=O)OC
Synonym methyl valerate,pentanoic acid, methyl ester,methyl n-valerate,methyl valerianate,valeric acid, methyl ester,valeric acid methyl ester,unii-zw21jjj9vn,pentanoic acid methyl ester,fema no. 2752,zw21jjj9vn
IUPAC Name methyl pentanoate
InChI Key HNBDRPTVWVGKBR-UHFFFAOYSA-N
Molecular Formula C6H12O2
356

Tin(II) 2-ethylhexanoate, 95%

CAS: 301-10-0 Molecular Formula: C16H30O4Sn Molecular Weight (g/mol): 405.122 MDL Number: MFCD00002676 InChI Key: KSBAEPSJVUENNK-UHFFFAOYSA-L Synonym: stannous octoate,tin ii 2-ethylhexanoate,tin octoate,tin ii bis 2-ethylhexanoate,tin 2+ bis 2-ethylhexanoate,tin ethylhexanoate,tin 2-ethylhexanoate,hexanoic acid, 2-ethyl-, tin 2+ salt,stannous 2-ethylhexoate,tin ii 2-ethylhexylate PubChem CID: 9318 IUPAC Name: 2-ethylhexanoate;tin(2+) SMILES: CCCCC(CC)C(=O)[O-].CCCCC(CC)C(=O)[O-].[Sn+2]

PubChem CID 9318
CAS 301-10-0
Molecular Weight (g/mol) 405.122
MDL Number MFCD00002676
SMILES CCCCC(CC)C(=O)[O-].CCCCC(CC)C(=O)[O-].[Sn+2]
Synonym stannous octoate,tin ii 2-ethylhexanoate,tin octoate,tin ii bis 2-ethylhexanoate,tin 2+ bis 2-ethylhexanoate,tin ethylhexanoate,tin 2-ethylhexanoate,hexanoic acid, 2-ethyl-, tin 2+ salt,stannous 2-ethylhexoate,tin ii 2-ethylhexylate
IUPAC Name 2-ethylhexanoate;tin(2+)
InChI Key KSBAEPSJVUENNK-UHFFFAOYSA-L
Molecular Formula C16H30O4Sn
357

Hydrocortisone Acetate, Micronized, USP, 97-102%, Spectrum™ Chemical
SDP

CAS: 50-03-3 Molecular Formula: C23H32O6 Molecular Weight (g/mol): 404.50 MDL Number: MFCD00037714 InChI Key: ALEXXDVDDISNDU-JZYPGELDSA-N IUPAC Name: 2-[(1R,3aS,3bS,9aR,9bS,10S,11aS)-1,10-dihydroxy-9a,11a-dimethyl-7-oxo-1H,2H,3H,3aH,3bH,4H,5H,7H,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-1-yl]-2-oxoethyl acetate SMILES: CC(=O)OCC(=O)[C@@]1(O)CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3[C@@H](O)C[C@]12C

CAS 50-03-3
Molecular Weight (g/mol) 404.50
MDL Number MFCD00037714
SMILES CC(=O)OCC(=O)[C@@]1(O)CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3[C@@H](O)C[C@]12C
IUPAC Name 2-[(1R,3aS,3bS,9aR,9bS,10S,11aS)-1,10-dihydroxy-9a,11a-dimethyl-7-oxo-1H,2H,3H,3aH,3bH,4H,5H,7H,8H,9H,9aH,9bH,10H,11H,11aH-cyclopenta[a]phenanthren-1-yl]-2-oxoethyl acetate
InChI Key ALEXXDVDDISNDU-JZYPGELDSA-N
Molecular Formula C23H32O6
358

DL-alpha Tocopherol acetate, 96.8%, MP Biomedicals™

CAS: 7695-91-2 Molecular Formula: C31H52O3 Molecular Weight (g/mol): 472.754 InChI Key: ZAKOWWREFLAJOT-CEFNRUSXSA-N Synonym: vitamin e acetate,tocopherol acetate,alpha-tocopherol acetate,alfacol,ecofrol,d-alpha-tocopherol acetate,contopheron,tofaxin,ephynal acetate,econ PubChem CID: 86472 ChEBI: CHEBI:32321 IUPAC Name: [(2R)-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydrochromen-6-yl] acetate SMILES: CC1=C2C(=C(C(=C1C)OC(=O)C)C)CCC(O2)(C)CCCC(C)CCCC(C)CCCC(C)C

PubChem CID 86472
CAS 7695-91-2
Molecular Weight (g/mol) 472.754
ChEBI CHEBI:32321
SMILES CC1=C2C(=C(C(=C1C)OC(=O)C)C)CCC(O2)(C)CCCC(C)CCCC(C)CCCC(C)C
Synonym vitamin e acetate,tocopherol acetate,alpha-tocopherol acetate,alfacol,ecofrol,d-alpha-tocopherol acetate,contopheron,tofaxin,ephynal acetate,econ
IUPAC Name [(2R)-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydrochromen-6-yl] acetate
InChI Key ZAKOWWREFLAJOT-CEFNRUSXSA-N
Molecular Formula C31H52O3
359

Thermo Scientific Chemicals Undecylenic acid, 98+%

CAS: 112-38-9 Molecular Formula: C11H20O2 Molecular Weight (g/mol): 184.28 MDL Number: MFCD00004442 InChI Key: FRPZMMHWLSIFAZ-UHFFFAOYSA-N Synonym: 10-undecenoic acid,undecylenic acid,desenex,10-hendecenoic acid,renselin,declid,sevinon,10-undecylenic acid,9-undecylenic acid,undecyl-10-enic acid PubChem CID: 5634 ChEBI: CHEBI:35045 IUPAC Name: undec-10-enoic acid SMILES: C=CCCCCCCCCC(=O)O

PubChem CID 5634
CAS 112-38-9
Molecular Weight (g/mol) 184.28
ChEBI CHEBI:35045
MDL Number MFCD00004442
SMILES C=CCCCCCCCCC(=O)O
Synonym 10-undecenoic acid,undecylenic acid,desenex,10-hendecenoic acid,renselin,declid,sevinon,10-undecylenic acid,9-undecylenic acid,undecyl-10-enic acid
IUPAC Name undec-10-enoic acid
InChI Key FRPZMMHWLSIFAZ-UHFFFAOYSA-N
Molecular Formula C11H20O2
360

Methyl isobutyrylacetate, 97+%

CAS: 42558-54-3 Molecular Formula: C7H12O3 Molecular Weight (g/mol): 144.17 MDL Number: MFCD00040499 InChI Key: HNNFDXWDCFCVDM-UHFFFAOYSA-N Synonym: methyl isobutyrylacetate,methyl 4-methyl-3-oxovalerate,4-methyl-3-oxovaleric acid methyl ester,iso-butyryl methyl acetate,methyl 4-methyl-3-oxo-pentanoate,methylisobutyrylacetate,acmc-209jq9,ksc237g2d,methyl 4-methyl-3oxopentanoate,methyl4-methyl-3-oxopentanoate PubChem CID: 2759969 IUPAC Name: methyl 4-methyl-3-oxopentanoate SMILES: CC(C)C(=O)CC(=O)OC

PubChem CID 2759969
CAS 42558-54-3
Molecular Weight (g/mol) 144.17
MDL Number MFCD00040499
SMILES CC(C)C(=O)CC(=O)OC
Synonym methyl isobutyrylacetate,methyl 4-methyl-3-oxovalerate,4-methyl-3-oxovaleric acid methyl ester,iso-butyryl methyl acetate,methyl 4-methyl-3-oxo-pentanoate,methylisobutyrylacetate,acmc-209jq9,ksc237g2d,methyl 4-methyl-3oxopentanoate,methyl4-methyl-3-oxopentanoate
IUPAC Name methyl 4-methyl-3-oxopentanoate
InChI Key HNNFDXWDCFCVDM-UHFFFAOYSA-N
Molecular Formula C7H12O3