((1aR,1bR,1cS,2aR,3S,3aS,6aS,6bR,7R,8R,8aS)-3,3a,6b-trihydroxy-1,1,5,7-tetramethyl-8-(((E)-2-methylbut-2-enoyl)oxy)-8a-(((S)-2-methylbutanoyl)oxy)-4-oxo-1,1a,1b,1c,3,3a,4,6a,6b,7,8,8a-dodecahydro-2aH-cyclopropa[5',6']benzo[1',2':7,8]azuleno[5,6-b]oxiren-2a-yl)methyl (9Z,12Z)-octadeca-9,12-dienoate

ID: ALA5176212

Chembl Id: CHEMBL5176212

PubChem CID: 168273623

Max Phase: Preclinical

Molecular Formula: C48H72O11

Molecular Weight: 825.09

Names and Identifiers

Canonical SMILES:  C/C=C(\C)C(=O)O[C@@H]1[C@@H](C)[C@@]2(O)[C@H]([C@@H]3C(C)(C)[C@]13OC(=O)[C@@H](C)CC)[C@@H]1O[C@]1(COC(=O)CCCCCCC/C=C\C/C=C\CCCCC)[C@@H](O)[C@]1(O)C(=O)C(C)=C[C@H]12

Standard InChI:  InChI=1S/C48H72O11/c1-10-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-35(49)56-29-45-40(58-45)36-37-44(8,9)48(37,59-42(52)31(5)12-3)39(57-41(51)30(4)11-2)33(7)46(36,54)34-28-32(6)38(50)47(34,55)43(45)53/h11,16-17,19-20,28,31,33-34,36-37,39-40,43,53-55H,10,12-15,18,21-27,29H2,1-9H3/b17-16-,20-19-,30-11+/t31-,33+,34-,36+,37+,39+,40-,43+,45-,46-,47+,48+/m0/s1

Standard InChI Key:  QQRXHQKYYQZYIR-BKGWCUPOSA-N

Alternative Forms

1. Parent:

   

   ALA5176212

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 825.09

Molecular Weight (Monoisotopic): 824.5075

AlogP: 7.59

#Rotatable Bonds: 21

Polar Surface Area: 169.19

Molecular Species: NEUTRAL

HBA: 11

HBD: 3

#RO5 Violations: 3

HBA (Lipinski): 11

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.65

CX Basic pKa: ┄

CX LogP: 9.26

CX LogD: 9.26

Aromatic Rings: ┄

Heavy Atoms: 59

QED Weighted: 0.03

Np Likeness Score: 2.61

References

1. Chianese G, Amin HIM, Maioli C, Reddell P, Parsons P, Cullen J, Johns J, Handoko H, Boyle G, Appendino G, Taglialatela-Scafati O, Gaeta S..  (2022)  Cryptic Epoxytiglianes from the Kernels of the Blushwood Tree (Fontainea picrosperma).,  85  (8.0): [PMID:35973043] [10.1021/acs.jnatprod.2c00226]

Source

Source(1):

• Scientific Literature