(1S,1'S,2S,2'S)-2,2'-(4,4'-((1R,3aS,4R,6aS)-hexahydrofuro[3,4-c]furan-1,4-diyl)bis(2,6-dimethoxy-4,1-phenylene))bis(oxy)bis(1-(4-hydroxy-3-methoxyphenyl)propane-1,3-diol)

ID: ALA2268764

Chembl Id: CHEMBL2268764

Cas Number: 95732-59-5

PubChem CID: 53354809

Max Phase: Preclinical

Molecular Formula: C42H50O16

Molecular Weight: 810.85

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc([C@H](O)[C@H](CO)Oc2c(OC)cc([C@@H]3OC[C@@H]4[C@H]3CO[C@H]4c3cc(OC)c(O[C@@H](CO)[C@@H](O)c4ccc(O)c(OC)c4)c(OC)c3)cc2OC)ccc1O

Standard InChI:  InChI=1S/C42H50O16/c1-49-29-11-21(7-9-27(29)45)37(47)35(17-43)57-41-31(51-3)13-23(14-32(41)52-4)39-25-19-56-40(26(25)20-55-39)24-15-33(53-5)42(34(16-24)54-6)58-36(18-44)38(48)22-8-10-28(46)30(12-22)50-2/h7-16,25-26,35-40,43-48H,17-20H2,1-6H3/t25-,26-,35+,36+,37+,38+,39+,40+/m1/s1

Standard InChI Key:  LSWNERGQFCAXLI-RJFHMDDPSA-N

Alternative Forms

1. Parent:

   

   ALA2268764

   Hedyotisol A

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: 810.85

Molecular Weight (Monoisotopic): 810.3099

AlogP: 4.17

#Rotatable Bonds: 18

Polar Surface Area: 213.68

Molecular Species: NEUTRAL

HBA: 16

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 16

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.61

CX Basic pKa:

CX LogP: 2.26

CX LogD: 2.26

Aromatic Rings: 4

Heavy Atoms: 58

QED Weighted: 0.08

Np Likeness Score: 0.83

References

1. 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