14beta-benzoyloxy-2alpha,9alpha,15beta-trihydroxy-5alphaisobutanoyloxy-3beta,7beta,8alpha-triacetoxy-jatropha-6(17),11E-diene

ID: ALA5289880

Max Phase: Preclinical

Molecular Formula: C37H52O12

Molecular Weight: 688.81

Names and Identifiers

Canonical SMILES:  C=C1[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@@H](O)C(C)(C)/C=C/[C@H](C)[C@H](OC(=O)c2ccccc2)[C@@]2(O)C[C@@](C)(O)[C@H](OC(C)=O)[C@@H]2[C@H]1OCC(C)C

Standard InChI:  InChI=1S/C37H52O12/c1-20(2)18-45-28-22(4)29(46-23(5)38)30(47-24(6)39)31(41)35(8,9)17-16-21(3)32(49-34(42)26-14-12-11-13-15-26)37(44)19-36(10,43)33(27(28)37)48-25(7)40/h11-17,20-21,27-33,41,43-44H,4,18-19H2,1-3,5-10H3/b17-16+/t21-,27-,28-,29-,30+,31+,32-,33+,36+,37+/m0/s1

Standard InChI Key:  YXGUWQBYZJSVBR-SJSUQREVSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5289880

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 688.81

Molecular Weight (Monoisotopic): 688.3459

AlogP: 3.70

#Rotatable Bonds: 8

Polar Surface Area: 175.12

Molecular Species: NEUTRAL

HBA: 12

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.06

CX Basic pKa: ┄

CX LogP: 3.41

CX LogD: 3.41

Aromatic Rings: 1

Heavy Atoms: 49

QED Weighted: 0.21

Np Likeness Score: 1.81

References

1. Maimaitijiang A, Wang B, Yang H, Tang D, Liu Y, Aisa HA..  (2022)  Discovery of a novel highly potent and low-toxic jatrophane derivative enhancing the P-glycoprotein-mediated doxorubicin sensitivity of MCF-7/ADR cells.,  244  [PMID:36242992] [10.1016/j.ejmech.2022.114822]

Source

Source(1):

• Scientific Literature