4alpha-Phorbol 12,13-dihexanoate

ID: ALA490470

PubChem CID: 42638006

Product Number: P607179, Order Now?

Max Phase: Preclinical

Molecular Formula: C32H48O8

Molecular Weight: 560.73

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 4Alpha-Phorbol 12,13-Dihexanoate | 4alpha-PDH|4alpha-Phorbol 12,13-dihexanoate|CHEMBL490470|GTPL4105|BDBM50277487|PD046439|Q27073752|(1S,2S,6S,10S,11R,13S,14R,15R)-14-(hexanoyloxy)-1,6-dihydroxy-8-(hydroxymethyl)-4,12,12,15-tetramethyl-5-oxotetracyclo[8.5.0.0^{2,6}.0^{11,13}]pentadeca-3,8-dien-13-yl hexanoate

Canonical SMILES:  CCCCCC(=O)O[C@@H]1[C@@H](C)[C@@]2(O)[C@@H](C=C(CO)C[C@@]3(O)C(=O)C(C)=C[C@@H]23)[C@@H]2C(C)(C)[C@]12OC(=O)CCCCC

Standard InChI:  InChI=1S/C32H48O8/c1-7-9-11-13-24(34)39-28-20(4)31(38)22(16-21(18-33)17-30(37)23(31)15-19(3)27(30)36)26-29(5,6)32(26,28)40-25(35)14-12-10-8-2/h15-16,20,22-23,26,28,33,37-38H,7-14,17-18H2,1-6H3/t20-,22+,23-,26-,28-,30+,31-,32-/m1/s1

Standard InChI Key:  XGPRSRGBAHBMAF-QYSBVNMQSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA490470

   4α-PDH

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 560.73

Molecular Weight (Monoisotopic): 560.3349

AlogP: 4.19

#Rotatable Bonds: 11

Polar Surface Area: 130.36

Molecular Species: NEUTRAL

HBA: 8

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.57

CX Basic pKa: ┄

CX LogP: 4.17

CX LogD: 4.17

Aromatic Rings: ┄

Heavy Atoms: 40

QED Weighted: 0.19

Np Likeness Score: 2.52

References

1. Klausen TK, Pagani A, Minassi A, Ech-Chahad A, Prenen J, Owsianik G, Hoffmann EK, Pedersen SF, Appendino G, Nilius B..  (2009)  Modulation of the transient receptor potential vanilloid channel TRPV4 by 4alpha-phorbol esters: a structure-activity study.,  52  (9): [PMID:19361196] [10.1021/jm9001007]

Source

Source(1):

• Scientific Literature