(5S,5'S,6R,6'R,8R,8'R,10aR,10a'R)-1,1',5,5',8,8a,8',8a'-octahydroxy-6,6'-dimethyl-9,9'-dioxo-5,5',6,6',7,7',8,8a,8',8a',9,9'-dodecahydro-2,2'bi[8,10a-(epoxymethano)-4aH-xanthene]-9,9',12,12'(2H,2'H)-tetrone

ID: ALA5081597

Chembl Id: CHEMBL5081597

PubChem CID: 166628141

Max Phase: Preclinical

Molecular Formula: C30H26O16

Molecular Weight: 642.52

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@@H]1C[C@@]2(O)OC(=O)[C@@]3(Oc4ccc(-c5ccc6c(c5O)C(=O)C5(O)[C@@]7(O)C[C@@H](C)[C@H](O)[C@]5(O6)C(=O)O7)c(O)c4C(=O)C23O)[C@H]1O

Standard InChI:  InChI=1S/C30H26O16/c1-9-7-25(39)29(41)21(35)15-13(43-27(29,19(9)33)23(37)45-25)5-3-11(17(15)31)12-4-6-14-16(18(12)32)22(36)30(42)26(40)8-10(2)20(34)28(30,44-14)24(38)46-26/h3-6,9-10,19-20,31-34,39-42H,7-8H2,1-2H3/t9-,10-,19+,20+,25-,26-,27+,28+,29?,30?/m1/s1

Standard InChI Key:  WHJLEFQKHSOTHL-OQJWJECCSA-N

Alternative Forms

1. Parent:

   

   ALA5081597

   ---

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: 642.52

Molecular Weight (Monoisotopic): 642.1221

AlogP: -1.85

#Rotatable Bonds: 1

Polar Surface Area: 267.04

Molecular Species: NEUTRAL

HBA: 16

HBD: 8

#RO5 Violations: 3

HBA (Lipinski): 16

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 7.81

CX Basic pKa:

CX LogP: 0.76

CX LogD: 0.61

Aromatic Rings: 2

Heavy Atoms: 46

QED Weighted: 0.16

Np Likeness Score: 1.06

References

1. Lünne F, Köhler J, Stroh C, Müller L, Daniliuc CG, Mück-Lichtenfeld C, Würthwein EU, Esselen M, Humpf HU, Kalinina SA..  (2021)  Insights into Ergochromes of the Plant Pathogen Claviceps purpurea.,  84  (10.0): [PMID:34553942] [10.1021/acs.jnatprod.1c00264]

Source

Source(1):

• Scientific Literature