(2E,5R,6E)-9-[(1S,3R)-3-hydroxy-2,2-dimethyl-6-methylidenecyclohexyl]-3,7-dimethylnona-2,6-diene-1,5-diol

Details

• Internal ID: f8b04758-fe0b-45a1-9f08-8766e87a074e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Retinoids
• IUPAC Name: (2E,5R,6E)-9-[(1S,3R)-3-hydroxy-2,2-dimethyl-6-methylidenecyclohexyl]-3,7-dimethylnona-2,6-diene-1,5-diol
• InChI: InChI=1S/C20H34O3/c1-14(12-17(22)13-15(2)10-11-21)6-8-18-16(3)7-9-19(23)20(18,4)5/h10,12,17-19,21-23H,3,6-9,11,13H2,1-2,4-5H3/b14-12+,15-10+/t17-,18-,19+/m0/s1
• InChI Key: GJVACEQURBYCMH-FDNLYTHESA-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: 3.70
• Atomic LogP (AlogP): 3.76
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9892	98.92%
Caco-2	+	0.6252	62.52%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6889	68.89%
OATP2B1 inhibitior	-	0.8587	85.87%
OATP1B1 inhibitior	+	0.8873	88.73%
OATP1B3 inhibitior	+	0.9486	94.86%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5676	56.76%
BSEP inhibitior	+	0.5875	58.75%
P-glycoprotein inhibitior	-	0.8076	80.76%
P-glycoprotein substrate	-	0.6705	67.05%
CYP3A4 substrate	+	0.5910	59.10%
CYP2C9 substrate	-	0.8090	80.90%
CYP2D6 substrate	-	0.7582	75.82%
CYP3A4 inhibition	-	0.5304	53.04%
CYP2C9 inhibition	-	0.8408	84.08%
CYP2C19 inhibition	-	0.8709	87.09%
CYP2D6 inhibition	-	0.9011	90.11%
CYP1A2 inhibition	-	0.8786	87.86%
CYP2C8 inhibition	-	0.6877	68.77%
CYP inhibitory promiscuity	-	0.8349	83.49%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9028	90.28%
Carcinogenicity (trinary)	Non-required	0.6761	67.61%
Eye corrosion	-	0.9802	98.02%
Eye irritation	-	0.9575	95.75%
Skin irritation	-	0.7054	70.54%
Skin corrosion	-	0.9753	97.53%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3982	39.82%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	+	0.5420	54.20%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.6007	60.07%
Acute Oral Toxicity (c)	III	0.8266	82.66%
Estrogen receptor binding	+	0.6328	63.28%
Androgen receptor binding	-	0.5264	52.64%
Thyroid receptor binding	+	0.6431	64.31%
Glucocorticoid receptor binding	+	0.7092	70.92%
Aromatase binding	+	0.6337	63.37%
PPAR gamma	+	0.7123	71.23%
Honey bee toxicity	-	0.8193	81.93%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9737	97.37%

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	97.18%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.18%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.44%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.07%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.42%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.87%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.41%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.49%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.68%	85.14%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.59%	95.50%
CHEMBL221	P23219	Cyclooxygenase-1	81.70%	90.17%

Plants that contains it

• Ophryosporus floribundus

Cross-Links

• PubChem: 162864994
• LOTUS: LTS0066771
• wikiData: Q105009563