9-(2,2-Dimethyl-6-methylidenecyclohexyl)-3,7-dimethylnona-2,6-diene-1,5-diol

Details

• Internal ID: 39a3fe03-5caf-4a25-a083-15726b244d74
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Retinoids
• IUPAC Name: 9-(2,2-dimethyl-6-methylidenecyclohexyl)-3,7-dimethylnona-2,6-diene-1,5-diol
• SMILES (Canonical): CC(=CC(CC(=CCO)C)O)CCC1C(=C)CCCC1(C)C
• SMILES (Isomeric): CC(=CC(CC(=CCO)C)O)CCC1C(=C)CCCC1(C)C
• InChI: InChI=1S/C20H34O2/c1-15(13-18(22)14-16(2)10-12-21)8-9-19-17(3)7-6-11-20(19,4)5/h10,13,18-19,21-22H,3,6-9,11-12,14H2,1-2,4-5H3
• InChI Key: GXWPSHUSPAZKPX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₄O₂
• Molecular Weight: 306.50 g/mol
• Exact Mass: 306.255880323 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 4.79
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9854	98.54%
Caco-2	+	0.7041	70.41%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Lysosomes	0.5379	53.79%
OATP2B1 inhibitior	-	0.8557	85.57%
OATP1B1 inhibitior	+	0.8265	82.65%
OATP1B3 inhibitior	+	0.9158	91.58%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6593	65.93%
BSEP inhibitior	+	0.6478	64.78%
P-glycoprotein inhibitior	-	0.7375	73.75%
P-glycoprotein substrate	-	0.7230	72.30%
CYP3A4 substrate	+	0.5723	57.23%
CYP2C9 substrate	-	0.8090	80.90%
CYP2D6 substrate	-	0.7582	75.82%
CYP3A4 inhibition	-	0.5935	59.35%
CYP2C9 inhibition	-	0.8697	86.97%
CYP2C19 inhibition	-	0.8443	84.43%
CYP2D6 inhibition	-	0.8993	89.93%
CYP1A2 inhibition	-	0.8301	83.01%
CYP2C8 inhibition	-	0.5976	59.76%
CYP inhibitory promiscuity	-	0.6894	68.94%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8028	80.28%
Carcinogenicity (trinary)	Non-required	0.6869	68.69%
Eye corrosion	-	0.9513	95.13%
Eye irritation	-	0.9106	91.06%
Skin irritation	-	0.5903	59.03%
Skin corrosion	-	0.9787	97.87%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6558	65.58%
Micronuclear	-	1.0000	100.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	+	0.7197	71.97%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	-	0.6000	60.00%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	-	0.6559	65.59%
Acute Oral Toxicity (c)	III	0.9037	90.37%
Estrogen receptor binding	-	0.5808	58.08%
Androgen receptor binding	-	0.5164	51.64%
Thyroid receptor binding	+	0.5799	57.99%
Glucocorticoid receptor binding	+	0.6167	61.67%
Aromatase binding	-	0.4928	49.28%
PPAR gamma	+	0.6676	66.76%
Honey bee toxicity	-	0.8619	86.19%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.9575	95.75%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.38%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.34%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.07%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	91.59%	83.82%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.59%	97.09%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.48%	95.50%
CHEMBL233	P35372	Mu opioid receptor	88.26%	97.93%
CHEMBL2581	P07339	Cathepsin D	87.71%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.47%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.27%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	83.90%	94.75%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.90%	100.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.60%	100.00%

Plants that contains it

• Ophryosporus floribundus

Cross-Links

• PubChem: 163056439
• LOTUS: LTS0252232
• wikiData: Q105023438