15beta-hydroxywithanolide D

ID: ALA4861753

PubChem CID: 164611495

Max Phase: Preclinical

Molecular Formula: C28H38O7

Molecular Weight: 486.61

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC1=C(C)C(=O)O[C@@H]([C@](C)(O)[C@H]2C[C@@H](O)[C@H]3[C@@H]4C[C@H]5O[C@]56[C@@H](O)C=CC(=O)[C@]6(C)[C@H]4CC[C@@]32C)C1

Standard InChI:  InChI=1S/C28H38O7/c1-13-10-21(34-24(32)14(13)2)27(5,33)18-12-17(29)23-15-11-22-28(35-22)20(31)7-6-19(30)26(28,4)16(15)8-9-25(18,23)3/h6-7,15-18,20-23,29,31,33H,8-12H2,1-5H3/t15-,16+,17-,18+,20+,21-,22-,23-,25-,26+,27-,28-/m1/s1

Standard InChI Key:  PNSAXLUIESEAGV-OZDUSQFJSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4861753

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 486.61

Molecular Weight (Monoisotopic): 486.2618

AlogP: 2.47

#Rotatable Bonds: 2

Polar Surface Area: 116.59

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.28

CX Basic pKa: ┄

CX LogP: 2.47

CX LogD: 2.47

Aromatic Rings: ┄

Heavy Atoms: 35

QED Weighted: 0.41

Np Likeness Score: 3.61

References

1. Freitas Misakyan MF, Wijeratne EMK, Issa ME, Xu YM, Monteillier A, Gunatilaka AAL, Cuendet M..  (2021)  Structure-Activity Relationships of Withanolides as Antiproliferative Agents for Multiple Myeloma: Comparison of Activity in 2D Models and a 3D Coculture Model.,  84  (8.0): [PMID:34445874] [10.1021/acs.jnatprod.1c00446]

Source

Source(1):

• Scientific Literature