3beta,23-O-isopropylidenyl-3beta,23-dihydroxylup-28-oic acid

ID: ALA4800408

PubChem CID: 162676932

Max Phase: Preclinical

Molecular Formula: C33H52O4

Molecular Weight: 512.78

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C(C)[C@@H]1CC[C@]2(C(=O)O)CC[C@]3(C)[C@H](CC[C@@H]4[C@@]5(C)CC[C@@H]6OC(C)(C)OC[C@@]6(C)[C@@H]5CC[C@]43C)[C@@H]12

Standard InChI:  InChI=1S/C33H52O4/c1-20(2)21-11-16-33(27(34)35)18-17-31(7)22(26(21)33)9-10-24-29(5)14-13-25-30(6,19-36-28(3,4)37-25)23(29)12-15-32(24,31)8/h21-26H,1,9-19H2,2-8H3,(H,34,35)/t21-,22+,23+,24+,25-,26+,29-,30-,31+,32+,33-/m0/s1

Standard InChI Key:  QSOINUFDMMDDSM-ANRHJZJOSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4800408

   ---

Molecule Features

Natural Product: Yes

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: 512.78

Molecular Weight (Monoisotopic): 512.3866

AlogP: 7.86

#Rotatable Bonds: 2

Polar Surface Area: 55.76

Molecular Species: ACID

HBA: 3

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 4.75

CX Basic pKa: ┄

CX LogP: 7.06

CX LogD: 4.46

Aromatic Rings: ┄

Heavy Atoms: 37

QED Weighted: 0.38

Np Likeness Score: 2.83

References

1. Zhang JF,Zhong WC,Li YC,Song YQ,Xia GY,Tian GH,Ge GB,Lin S.  (2020)  Bioactivity-Guided Discovery of Human Carboxylesterase Inhibitors from the Roots of Paeonia lactiflora.,  83  (10): [PMID:32951423] [10.1021/acs.jnatprod.0c00464]

Source

Source(1):

• Scientific Literature