(2E,4E,6Z)-7-[(3R,6S)-6-(1-Methylethyl)-3-methylcyclohexen-1-yl]-3-methyl-2,4,6-octatrienoic acid

Names and Identifiers

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

Standard InChI: InChI=1S/C19H28O2/c1-13(2)17-10-9-15(4)11-18(17)16(5)8-6-7-14(3)12-19(20)21/h6-8,11-13,15,17H,9-10H2,1-5H3,(H,20,21)/b7-6+,14-12+,16-8-/t15-,17+/m1/s1

Standard InChI Key: CJBRTDXJWUGFOW-XVZFVHJYSA-N

Molfile:

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    3.9458   -5.5583    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2333   -4.3208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  5  7  1  0
  6  1  1  0
 14 18  1  1
  7  4  2  0
 18 19  1  0
  8  6  2  0
 18 20  1  0
  9  3  2  0
 17 21  1  6
M  END

Alternative Forms

Parent:

ALA1773361
(2E,4E,6Z)-3-methyl-7-[(3R,6S)-3-methyl-6-propan-2-ylcyclohexen-1-yl]octa-2,4,6-trienoic acid

Associated Targets(Human)

RARB Tclin Retinoic acid receptor beta (1232 Activities)

Discover Target: RARB

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Crabp2 Cellular retinoic acid-binding protein II (21 Activities)

Discover Target: Crabp2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

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

Drug Indications

MESH ID	MESH Heading	EFO IDs	EFO Terms	Max Phase for Indication	References

Mechanisms of Action

Mechanism of Action	Action Type	target ID	Target Name	Target Type	Target Organism	Binding Site Name	References

Biocomponents

Calculated Properties

Molecular Weight: 288.43	Molecular Weight (Monoisotopic): 288.2089	AlogP: 5.15	#Rotatable Bonds: 5
Polar Surface Area: 37.30	Molecular Species: ACID	HBA: 1	HBD: 1
#RO5 Violations: 1	HBA (Lipinski): 2	HBD (Lipinski): 1	#RO5 Violations (Lipinski): 1
CX Acidic pKa: 4.41	CX Basic pKa: ┄	CX LogP: 4.96	CX LogD: 2.08
Aromatic Rings: ┄	Heavy Atoms: 21	QED Weighted: 0.56	Np Likeness Score: 2.02

References

1. Okitsu T, Sato K, Iwatsuka K, Sawada N, Nakagawa K, Okano T, Yamada S, Kakuta H, Wada A.. (2011) Replacement of the hydrophobic part of 9-cis-retinoic acid with cyclic terpenoid moiety results in RXR-selective agonistic activity., 19 (9): [PMID:21489804] [10.1016/j.bmc.2011.03.033]

Source

Source(1):

Scientific Literature