(2Z,5R,6E)-9-[(1R)-2,2-dimethyl-6-methylidenecyclohexyl]-3-(hydroxymethyl)-7-methylnona-2,6-diene-1,5-diol

Details

• Internal ID: 6763f1a2-b0e8-4467-aa61-c50aad9a31b3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Retinoids
• IUPAC Name: (2Z,5R,6E)-9-[(1R)-2,2-dimethyl-6-methylidenecyclohexyl]-3-(hydroxymethyl)-7-methylnona-2,6-diene-1,5-diol
• InChI: InChI=1S/C20H34O3/c1-15(12-18(23)13-17(14-22)9-11-21)7-8-19-16(2)6-5-10-20(19,3)4/h9,12,18-19,21-23H,2,5-8,10-11,13-14H2,1,3-4H3/b15-12+,17-9-/t18-,19-/m0/s1
• InChI Key: UDYPYEHQNJGHEW-JILQSIMJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₄O₃
• Molecular Weight: 322.50 g/mol
• Exact Mass: 322.25079494 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.76
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9781	97.81%
Caco-2	+	0.6168	61.68%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5986	59.86%
OATP2B1 inhibitior	-	0.8577	85.77%
OATP1B1 inhibitior	+	0.8256	82.56%
OATP1B3 inhibitior	+	0.9335	93.35%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5634	56.34%
BSEP inhibitior	+	0.5565	55.65%
P-glycoprotein inhibitior	-	0.7504	75.04%
P-glycoprotein substrate	-	0.6338	63.38%
CYP3A4 substrate	+	0.5917	59.17%
CYP2C9 substrate	-	0.8090	80.90%
CYP2D6 substrate	-	0.7582	75.82%
CYP3A4 inhibition	-	0.5120	51.20%
CYP2C9 inhibition	-	0.8505	85.05%
CYP2C19 inhibition	-	0.8575	85.75%
CYP2D6 inhibition	-	0.9013	90.13%
CYP1A2 inhibition	-	0.8978	89.78%
CYP2C8 inhibition	-	0.6156	61.56%
CYP inhibitory promiscuity	-	0.8003	80.03%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8628	86.28%
Carcinogenicity (trinary)	Non-required	0.6600	66.00%
Eye corrosion	-	0.9650	96.50%
Eye irritation	-	0.9366	93.66%
Skin irritation	-	0.7556	75.56%
Skin corrosion	-	0.9775	97.75%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3777	37.77%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	+	0.6222	62.22%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	-	0.5444	54.44%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.6823	68.23%
Acute Oral Toxicity (c)	III	0.7733	77.33%
Estrogen receptor binding	-	0.4891	48.91%
Androgen receptor binding	-	0.5303	53.03%
Thyroid receptor binding	+	0.6396	63.96%
Glucocorticoid receptor binding	+	0.6075	60.75%
Aromatase binding	+	0.5392	53.92%
PPAR gamma	+	0.5930	59.30%
Honey bee toxicity	-	0.8264	82.64%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	+	0.9696	96.96%

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	96.57%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.16%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.01%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.35%	94.45%
CHEMBL2581	P07339	Cathepsin D	87.77%	98.95%
CHEMBL233	P35372	Mu opioid receptor	86.65%	97.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.14%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.82%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.64%	95.50%
CHEMBL1937	Q92769	Histone deacetylase 2	83.71%	94.75%
CHEMBL4040	P28482	MAP kinase ERK2	82.19%	83.82%
CHEMBL325	Q13547	Histone deacetylase 1	81.82%	95.92%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.71%	100.00%

Plants that contains it

• Ophryosporus floribundus

Cross-Links

• PubChem: 162895935
• LOTUS: LTS0023205
• wikiData: Q105270673