Picraquassin B; (20S,21R,23R)-21-ethoxy-3alpha,7alpha-dihydroxy-21,23-epoxyapotirucalla-14,24-diene

ID: ALA3913105

PubChem CID: 134143015

Max Phase: Preclinical

Molecular Formula: C32H52O4

Molecular Weight: 500.76

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCO[C@@H]1O[C@@H](C=C(C)C)C[C@H]1[C@@H]1CC=C2[C@]3(C)[C@H](O)C[C@H]4C(C)(C)[C@H](O)CC[C@]4(C)[C@H]3CC[C@]21C

Standard InChI:  InChI=1S/C32H52O4/c1-9-35-28-21(17-20(36-28)16-19(2)3)22-10-11-23-30(22,6)14-12-24-31(7)15-13-26(33)29(4,5)25(31)18-27(34)32(23,24)8/h11,16,20-22,24-28,33-34H,9-10,12-15,17-18H2,1-8H3/t20-,21-,22-,24+,25-,26+,27+,28+,30-,31+,32-/m0/s1

Standard InChI Key:  LYLVEWXHFLDBNU-YSGDIKDGSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA3913105

   ---

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: 500.76

Molecular Weight (Monoisotopic): 500.3866

AlogP: 6.66

#Rotatable Bonds: 4

Polar Surface Area: 58.92

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.61

CX LogD: 5.61

Aromatic Rings: ┄

Heavy Atoms: 36

QED Weighted: 0.42

Np Likeness Score: 3.10

References

1. Xu J, Xiao D, Lin QH, He JF, Liu WY, Xie N, Feng F, Qu W..  (2016)  Cytotoxic Tirucallane and Apotirucallane Triterpenoids from the Stems of Picrasma quassioides.,  79  (8): [PMID:27494664] [10.1021/acs.jnatprod.5b01137]

Source

Source(1):

• Scientific Literature