3-(5,9-Dihydroxy-3,7-dimethylnona-3,7-dienyl)-2,2-dimethyl-4-methylidenecyclohexan-1-one

Details

• Internal ID: c21bf85d-8933-468e-af3f-f9d442378d0b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Retinoids
• IUPAC Name: 3-(5,9-dihydroxy-3,7-dimethylnona-3,7-dienyl)-2,2-dimethyl-4-methylidenecyclohexan-1-one
• SMILES (Canonical): CC(=CC(CC(=CCO)C)O)CCC1C(=C)CCC(=O)C1(C)C
• SMILES (Isomeric): CC(=CC(CC(=CCO)C)O)CCC1C(=C)CCC(=O)C1(C)C
• InChI: InChI=1S/C20H32O3/c1-14(12-17(22)13-15(2)10-11-21)6-8-18-16(3)7-9-19(23)20(18,4)5/h10,12,17-18,21-22H,3,6-9,11,13H2,1-2,4-5H3
• InChI Key: RAPDNHHQZNDYKH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₃
• Molecular Weight: 320.50 g/mol
• Exact Mass: 320.23514488 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.96
• H-Bond Acceptor: 3
• 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	+	0.9904	99.04%
Caco-2	+	0.6272	62.72%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7724	77.24%
OATP2B1 inhibitior	-	0.8577	85.77%
OATP1B1 inhibitior	+	0.8600	86.00%
OATP1B3 inhibitior	+	0.9313	93.13%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.5365	53.65%
BSEP inhibitior	+	0.7323	73.23%
P-glycoprotein inhibitior	-	0.7148	71.48%
P-glycoprotein substrate	-	0.7358	73.58%
CYP3A4 substrate	+	0.5925	59.25%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8126	81.26%
CYP3A4 inhibition	-	0.5687	56.87%
CYP2C9 inhibition	-	0.8114	81.14%
CYP2C19 inhibition	-	0.8660	86.60%
CYP2D6 inhibition	-	0.8683	86.83%
CYP1A2 inhibition	-	0.8156	81.56%
CYP2C8 inhibition	-	0.7623	76.23%
CYP inhibitory promiscuity	-	0.8760	87.60%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8528	85.28%
Carcinogenicity (trinary)	Non-required	0.6621	66.21%
Eye corrosion	-	0.9830	98.30%
Eye irritation	-	0.9115	91.15%
Skin irritation	-	0.5933	59.33%
Skin corrosion	-	0.9767	97.67%
Ames mutagenesis	-	0.5954	59.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.3865	38.65%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	+	0.5438	54.38%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.5162	51.62%
Acute Oral Toxicity (c)	III	0.8479	84.79%
Estrogen receptor binding	-	0.6064	60.64%
Androgen receptor binding	-	0.5816	58.16%
Thyroid receptor binding	+	0.5996	59.96%
Glucocorticoid receptor binding	+	0.6491	64.91%
Aromatase binding	-	0.5761	57.61%
PPAR gamma	+	0.6761	67.61%
Honey bee toxicity	-	0.8526	85.26%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	0.9761	97.61%

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	98.10%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.34%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.77%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.25%	97.09%
CHEMBL1937	Q92769	Histone deacetylase 2	85.98%	94.75%
CHEMBL340	P08684	Cytochrome P450 3A4	85.15%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.01%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.25%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.81%	97.25%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.26%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.09%	85.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.21%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.90%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.90%	94.45%

Plants that contains it

• Ophryosporus floribundus
• Physochlaina alaica

Cross-Links

• PubChem: 162998685
• LOTUS: LTS0008003
• wikiData: Q105129763