ID: ALA1081326

Max Phase: Preclinical

Molecular Formula: C29H44O4

Molecular Weight: 456.67

Molecule Type: Small molecule

Representations

Synonyms (1): 30-Norhederagenin
Synonyms from Alternative Forms(1):

Canonical SMILES:  C=C1CC[C@]2(C(=O)O)CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)CC[C@H](O)[C@@](C)(CO)[C@@H]5CC[C@]43C)[C@@H]2C1

Standard InChI:  InChI=1S/C29H44O4/c1-18-8-13-29(24(32)33)15-14-27(4)19(20(29)16-18)6-7-22-25(2)11-10-23(31)26(3,17-30)21(25)9-12-28(22,27)5/h6,20-23,30-31H,1,7-17H2,2-5H3,(H,32,33)/t20-,21+,22+,23-,25-,26-,27+,28+,29-/m0/s1

Standard InChI Key:  FKUBIEWSGBVADJ-VZBPFLCRSA-N

Molecule Features

Natural Product: Yes

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

Properties

Molecular Weight: 456.67

Molecular Weight (Monoisotopic): 456.3240

AlogP: 5.74

#Rotatable Bonds: 2

Polar Surface Area: 77.76

Molecular Species: ACID

HBA: 3

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 4.69

CX Basic pKa:

CX LogP: 4.67

CX LogD: 2.02

Aromatic Rings: 0

Heavy Atoms: 33

QED Weighted: 0.46

Np Likeness Score: 3.45

References

1. Ha do T, Tuan DT, Thu NB, Nhiem NX, Ngoc TM, Yim N, Bae K..  (2009)  Palbinone and triterpenes from Moutan Cortex (Paeonia suffruticosa, Paeoniaceae) stimulate glucose uptake and glycogen synthesis via activation of AMPK in insulin-resistant human HepG2 Cells.,  19  (19): [PMID:19716700] [10.1016/j.bmcl.2009.08.048]

2. Ha do T, Ngoc TM, Lee I, Lee YM, Kim JS, Jung H, Lee S, Na M, Bae K..  (2009)  Inhibitors of aldose reductase and formation of advanced glycation end-products in moutan cortex (Paeonia suffruticosa).,  72  (8): [PMID:19670875] [10.1021/np9002004]

3. 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