ent-isolariciresinol

ID: ALA1760593

Chembl Id: CHEMBL1760593

Cas Number: 110268-37-6

PubChem CID: 1023563

Max Phase: Preclinical

Molecular Formula: C20H24O6

Molecular Weight: 360.41

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Ent-Isolariciresinol | (-)-Isolariciresinol|110268-37-6|Ent-Isolariciresinol|CHEMBL1760593|SCHEMBL13557945

Canonical SMILES:  COc1cc([C@@H]2c3cc(O)c(OC)cc3C[C@H](CO)[C@H]2CO)ccc1O

Standard InChI:  InChI=1S/C20H24O6/c1-25-18-6-11(3-4-16(18)23)20-14-8-17(24)19(26-2)7-12(14)5-13(9-21)15(20)10-22/h3-4,6-8,13,15,20-24H,5,9-10H2,1-2H3/t13-,15-,20-/m1/s1

Standard InChI Key:  OGFXBIXJCWAUCH-WAWZGNHOSA-N

Alternative Forms

1. Parent:

   

   ALA1760593

   (-)-ISOLARICIRESINOL

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

Calculated Properties

Molecular Weight: 360.41

Molecular Weight (Monoisotopic): 360.1573

AlogP: 2.02

#Rotatable Bonds: 5

Polar Surface Area: 99.38

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 9.84

CX Basic pKa:

CX LogP: 1.78

CX LogD: 1.78

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.65

Np Likeness Score: 1.77

References

1. Kim KH, Moon E, Choi SU, Kim SY, Lee KR..  (2011)  Biological evaluation of phenolic constituents from the trunk of Berberis koreana.,  21  (8): [PMID:21420296] [10.1016/j.bmcl.2011.02.104]

2. Cutillo F, D'Abrosca B, DellaGreca M, Fiorentino A, Zarrelli A..  (2003)  Lignans and neolignans from Brassica fruticulosa: effects on seed germination and plant growth.,  51  (21): [PMID:14518939] [10.1021/jf034644c]

Source

Source(1):

• Scientific Literature