4-[18-(4-hydroxy-2,6,6-trimethyl-2-cyclohexenyl)-3,7,12,16-tetramethyl-(1E,3E,5E,7E,9E,11E,13E,15E,17E)-1,3,5,7,9,11,13,15,17-octadecanonaenyl]-3,5,5-trimethyl-3-cyclohexen-1-ol

ID: ALA172477

Chembl Id: CHEMBL172477

Cas Number: 52842-48-5

PubChem CID: 10210008

Max Phase: Preclinical

Molecular Formula: C40H56O2

Molecular Weight: 568.89

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1=C[C@@H](O)CC(C)(C)[C@H]1/C=C/C(C)=C/C=C/C(C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C1=C(C)C[C@@H](O)CC1(C)C

Standard InChI:  InChI=1S/C40H56O2/c1-29(17-13-19-31(3)21-23-37-33(5)25-35(41)27-39(37,7)8)15-11-12-16-30(2)18-14-20-32(4)22-24-38-34(6)26-36(42)28-40(38,9)10/h11-25,35-37,41-42H,26-28H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,29-15+,30-16+,31-19+,32-20+/t35-,36-,37+/m1/s1

Standard InChI Key:  KBPHJBAIARWVSC-IRHPOQNPSA-N

Alternative Forms

1. Parent:

   

   ALA172477

   Lutein B/Calthaxanthin/3'-Epilutein

Molecule Features

Natural Product: No

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: 568.89

Molecular Weight (Monoisotopic): 568.4280

AlogP: 10.40

#Rotatable Bonds: 10

Polar Surface Area: 40.46

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 2

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 8.55

CX LogD: 8.55

Aromatic Rings: ┄

Heavy Atoms: 42

QED Weighted: 0.20

Np Likeness Score: 2.11

References

1. Deli J, Molnár P, Osz E, Tóth G, Zsila F..  (2004)  Epimerisation of lutein to 3'-epilutein in processed foods.,  14  (4): [PMID:15012995] [10.1016/j.bmcl.2003.12.012]

Source

Source(1):

• Scientific Literature