Compound Summary

  Compound Information
 Phorbol 12-myristate 13-acetate

Compound Name:

Phorbol 12-myristate 13-acetate

Compound CID:

27924

Synonyms:

Phorbol 12-myristate 13-acetate

16561-29-8

12-O-Tetradecanoylphorbol-13-acetate

phorbol-12-myristate-13-acetate

12-O-Tetradecanoylphorbol 13-acetate

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Iupac Name:

[(1S,2S,6R,10S,11R,13S,14R,15R)-13-acetyloxy-1,6-dihydroxy-8-(hydroxymethyl)-4,12,12,15-tetramethyl-5-oxo-14-tetracyclo[8.5.0.02,6.011,13]pentadeca-3,8-dienyl] tetradecanoate

InChI:

InChI=1S/C36H56O8/c1-7-8-9-10-11-12-13-14-15-16-17-18-29(39)43-32-24(3)35(42)27(30-33(5,6)36(30,32)44-25(4)38)20-26(22-37)21-34(41)28(35)19-23(2)31(34)40/h19-20,24,27-28,30,32,37,41-42H,7-18,21-22H2,1-6H3/t24-,27+,28-,30-,32-,34-,35-,36-/m1/s1

InChIKey:

PHEDXBVPIONUQT-RGYGYFBISA-N

Canonical Smiles:

CCCCCCCCCCCCCC(=O)OC1C(C2(C(C=C(CC3(C2C=C(C3=O)C)O)CO)C4C1(C4(C)C)OC(=O)C)O)C

Isomeric Smiles:

CCCCCCCCCCCCCC(=O)O[C@@H]1[C@H]([C@]2([C@@H](C=C(C[C@]3([C@H]2C=C(C3=O)C)O)CO)[C@H]4[C@@]1(C4(C)C)OC(=O)C)O)C

Molecular Weight:

616.8

Molecular Formula:

C36H56O8

  Compound Structure
 2D Structure:
 3D Structure:
  Computed Properties
 Phorbol 12-myristate 13-acetate

Molecular Weight:

616.8

Molecular Formula:

C36H56O8

Hydrogen Bond Donor Count:

3

Hydrogen Bond Acceptor Count:

8

Rotatable Bond Count:

17

Heavy Atom Count:

44

Complexity:

1150

  Synonyms
 Phorbol 12-myristate 13-acetate

Phorbol 12-myristate 13-acetate Phorbol 12-myristate 13-acetate

Phorbol 12-myristate 13-acetate

16561-29-8

12-O-Tetradecanoylphorbol-13-acetate

phorbol-12-myristate-13-acetate

12-O-Tetradecanoylphorbol 13-acetate

Phorbol ester

Factor A1

Tetradecanoylphorbol acetate

12-Tetradecanoylphorbol 13-acetate

Phorbol myristate acetate

Factor A1 (croton oil)

phorbol 13-acetate 12-myristate

PMA

PMA (tumor promoter)

Phorbol 12-tetradecanoate 13-acetate

TPA (phorbol derivative)

UNII-NI40JAQ945

CCRIS 716

TPA

Phorbol monoacetate monomyristate

HSDB 3542

13-O-Acetylphorbol 12-myristate

12-O-Tetradecanoyl phorbol acetate

MFCD00036736

beta-Phorbol 12-myristate 13-acetate

NSC 262244

12-Tetradecanoylphorbol 13-monoacetate

4beta-Phorbol 12-myristate 13-acetate

CHEMBL279115

NI40JAQ945

CHEBI:37537

(1aR,1bS,4aR,7aS,7bS,8R,9R,9aS)-9a-acetoxy-4a,7b-dihydroxy-3-(hydroxymethyl)-1,1,6,8-tetramethyl-5-oxo-1a,1b,4,4a,5,7a,7b,8,9,9a-decahydro-1H-cyclopropa3,4benzo1,2-eazulen-9-yl tetradecanoate

Phorbol 12-myristate 13-acetate (PMA)

Phorbol acetate, myristate

12-o-Tetradekanoylphorbol-13-acetat

12-o-tetradecanoyl phorbol-13-acetate

Phorbol-myristate acetate

Pentahydroxy-tigliadienone-monoacetate(c)monomyristate(b)

yristate

13-Tetradecanoylphorbol acetate

NSC626496

Cocarcinogen A1

Cocarcinogen C3

Phorbol-12-myristate 13-acetate

tetradecanoyl-beta-phorbol acetate

12-Tetradecanoylphorbol-13-acetate

5H-Cyclopropa(3,4)benz(1,2-e)azulen-5-one, 1,1a-beta,1b-alpha,4,4a,7a-beta,7b,8,9,9a-decahydro-4a-alpha,7b-beta,9-alpha,9a-beta-tetrahydroxy-3-(hydroxymethyl)-1,1,6,8-beta-tetramethyl-, 9a-acetate 9-myristate

Tetradecanoic acid, 9a-(acetyloxy)-1a,1b,4,4a,5,7a,7b,8,9, 9a-decahydro-4a,7b-dihydroxy-3-(hydroxymethyl)-1,1,6,8-tetramethyl-5-oxo-1H-cyclopropa(3,4)benz(1,2-e)azulen-9-yl ester, (1aR-(1aa,1bb,4ab,7aa,7ba, 8a,9b,9aa))-

12-o-tetradecanoyl-phorbol-13-acetate

4beta-Phorbol-12-myristate-13-acetate

BRN 2407201

Phorbol 12-myristate 13-acetate diester

SpecPlus_000801

Spectrum2_001911

Spectrum4_000889

Spectrum5_001855

MolMap_000041

UPCMLD-DP069

12-O-Tetradekanoylphorbol-13-acetat German

BIDD:PXR0145

CBiol_002014

BSPBio_001024

KBioGR_000364

KBioGR_001298

KBioSS_000364

SPECTRUM330004

Tetradecanoic acid, 9a-(acetyloxy)-1a,1b,4,4a,5,7a,7b,8,9,9a-decahydro-4a,7b-dihydroxy-3-(hydroxymethyl)-1,1,6,8-tetramethyl-5-oxo-1H-cyclopropa(3,4)benz(1,2-e)azulen-9-yl ester, (1aR-(1aalpha,1bbeta,4abeta,7aalpha,7balpha,8alpha,9beta,9aalpha))-

DivK1c_006897

SCHEMBL115567

phorbol12-myristate13-acetate

SPBio_001902

1H-Cyclopropa3,4benz1,2-eazulene, tetradecanoic acid deriv.

GTPL2341

acetoxy-dihydroxy-(hydroxymethyl)-tetramethyl-oxo-?yl tetradecanoate

DTXSID5023798

UPCMLD-DP069:001

UPCMLD-DP069:002

BCBcMAP01_000182

KBio1_001841

KBio2_000364

KBio2_002932

KBio2_005500

KBio3_000707

KBio3_000708

Bio1_000300

Bio1_000789

Bio1_001278

Bio2_000352

Bio2_000832

HMS1362D05

HMS1792D05

HMS1990D05

HMS3403D05

Phorbol 13 Acetate 12 Myristate

ZINC8214783

BDBM50099066

CCG-39863

NSC262244

NSC262644

s7791

AKOS024418767

CS-6053

FS-4842

LMPR0104330002

NSC-262244

NSC-262644

NSC-626496

IDI1_002107

NCGC00161633-01

NCGC00161633-04

NCGC00161633-05

4-.beta.-Phorbol 12-myristate 13-OAc

AC-33957

HY-18739

Myristic acid, 9-ester with 1,1aalpha,1bbeta,4,4a,7aalpha,7b,8,9,9a-decahydro-4abeta,7balpha,9beta,9aalpha-tetrahydroxy-3-(hydroxymethyl)-1,1,6,8alpha-tetramethyl-5H-cyclopropa(3,4)benz(1,2-e)azulen-5-one 9a-acetate, (+)-

Tetradecanoic acid, (1aR,1bS,4aR,7aS,7bS,8R,9R,9aS)-9a-(acetyloxy)-1a,1b,4,4a,5,7a,7b,8,9,9a-decahydro-4a,7b-dihydroxy-3-(hydroxymethyl)-1,1,6,8-tetramethyl-5-oxo-1H-cyclopropa3,4benz1,2-eazulen-9-yl ester

12-o-tetradecanoylphorbol-13-acetate (tpa)

N2060

P1585

PHORBOL-12-TETRADECANOYL-13-ACETATE

V0265

C05151

13906-EP2270001A1

13906-EP2277848A1

13906-EP2305825A1

13906-EP2316836A1

4abeta,7aalpha,7balpha,8alpha,9beta,9aalpha)-

Q416716

W-201494

BRD-K68552125-001-03-8

BRD-K68552125-001-04-6

Phorbol-12-myristate-13-acetate - CAS 16561-29-8

Phorbol 12-myristate 13-acetate, synthetic, >=98.0% (TLC)

PMA, for use in molecular biology applications, >=99% (TLC)

Phorbol 12-myristate 13-acetate, >=99% (TLC), film or powder

12-O-tetradecanoyl phorbol-13-acetate;Cocarcinogen A1; Cocarcinogen C3

(1aR,1bS,4aR,7aS,7bS,8R,9R,9aS)-9a-(Acetyloxy)-1a,1b,4,4a,5,7a,7b,8,9,9a-decahydro-4a,7b-dihydroxy-3-(hydroxymethyl)-1,1,6,8-tetramethyl-5-oxo-1H-cyclopropa3,4benz1,2-eazulen-9-yl tetradecanoate

(1S,2S,6R,10S,11R,13S,14R,15R)-13-(acetyloxy)-1,6-dihydroxy-8-(hydroxymethyl)-4,12,12,15-tetramethyl-5-oxotetracyclo8.5.0.0^{2,6}.0^{11,13}pentadeca-3,8-dien-14-yl tetradecanoate

(1S,2S,6R,10S,11R,13S,14R,15R)-13-acetyloxy-1,6-dihydroxy-8-(hydroxymethyl)-4,12,12,15-tetramethyl-5-oxo-14-tetracyclo8.5.0.02,6.011,13pentadeca-3,8-dienyl tetradecanoate

11016-13-0

4beta,9alpha,12beta,13alpha,20-Pentahydroxytiglia-1,6-dien-3-one 12-tetradecanoate 13-acetate

5H-Cyclopropa(3,4)benz(1,2-e)azulen-5-one, 1,1a-beta,1b-alpha,4,4a,7a-beta,7b,8,9,9a-decahydro-4a-alpha,7b-beta,9-alpha,9a-beta-tetrahydroxy-3-(hydroxymethyl)-1,1,6,8-beta-tetramethyl-, 9a-acetate 9-m

Myristic acid, 9-ester with 1,1a-alpha,1b-beta,4,4a,7a-alpha,7b,8,9,9a-decahydro-4a-beta,7b-alpha,9-beta,9a-alpha-tetrahydroxy-3-(hydroxymethyl)-1,1,6,8-alpha-tetramethyl-5H-cyclopropa(3,4)benz(1,2-e)azulen-5-one, 9a-acetate

Myristic acid, 9-ester with 1,1aalpha,1bbeta,4,4a,7aalpha,7b,8,9,9a-decahydro-4abeta,7balpha,9beta,9aalpha-tetrahydroxy-3-(hydroxymethyl)-1,1,6,8alpha-tetramethyl-5H-cyclopropa3,4benz1,2-eazulen-5

tetradecanoic acid, (1aR,1bS,4aR,7aS,7bS,8R,9R,9aS)-9a-(acetyloxy)-1a,1b,4,4a,5,7a,7b,8,9,9a-decahydro-4a,7b-dihydroxy-3-(hydroxymethyl)-1,1,6,8-tetramethyl-5-oxo-1H-cyclopropa3,4benz1,2-eazulen-9

Tetradecanoic acid, 9a-(acetyloxy)-1a,1b,4,4a,5,7a,7b,8,9,9a-decahydro-4a,7b-dihydroxy-3-(hydroxymethyl)-1,1,6,8-tetramethyl-5-oxo-1H-cyclopropa3,4benz1,2-eazulen-9-yl ester, 1aR-(1aalpha,1bbeta,

Tetradisant-4-(1, 1-oxideomega.-2-(dodecylthio)ethoxy-,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-, (8S-cis)-, mixt. with denatured calf thymus DNAA, (2S-cis)-, compd. with sulfinylbismethane (2:1)2S-cis)-1:9)

  Experimental Data
 Phorbol 12-myristate 13-acetate

Species Dosage Unit CG Lifespan(AVG/MED days) TG Lifespan(AVG/MED days) Lifespan Change(AVG/MED%) CG Lifespan(MAX days) TG Lifespan(MAX days) Lifespan Change(MAX%) Significant Strain Gender PubMed Active Label
Caenorhabditis elegans 33 umol/L -49 NS N2 24134630 Inactive
  Experimental Data Visualization
 Phorbol 12-myristate 13-acetate

  Statistics Data
 Phorbol 12-myristate 13-acetate

Species Lifespan Change(AVG/MED%) Lifespan Change(MAX%) Count Reference Count Data point
Caenorhabditis elegans -49 1 1
  Statistics Data Visualization
 Phorbol 12-myristate 13-acetate

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