5-(5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl)-3-methylpentane-1,2-diol

Details

• Internal ID: da3a4cc5-7527-4a4c-9242-624e6caac080
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 5-(5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl)-3-methylpentane-1,2-diol
• SMILES (Canonical): CC(CCC1C(=C)CCC2C1(CCCC2(C)C)C)C(CO)O
• SMILES (Isomeric): CC(CCC1C(=C)CCC2C1(CCCC2(C)C)C)C(CO)O
• InChI: InChI=1S/C20H36O2/c1-14-8-10-18-19(3,4)11-6-12-20(18,5)16(14)9-7-15(2)17(22)13-21/h15-18,21-22H,1,6-13H2,2-5H3
• InChI Key: JWGDMHWEOKDSRU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₆O₂
• Molecular Weight: 308.50 g/mol
• Exact Mass: 308.271530387 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 4.55
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9888	98.88%
Caco-2	+	0.6284	62.84%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.5163	51.63%
OATP2B1 inhibitior	-	0.8560	85.60%
OATP1B1 inhibitior	+	0.8859	88.59%
OATP1B3 inhibitior	+	0.9359	93.59%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.6324	63.24%
P-glycoprotein inhibitior	-	0.7949	79.49%
P-glycoprotein substrate	-	0.7591	75.91%
CYP3A4 substrate	+	0.5762	57.62%
CYP2C9 substrate	-	0.6197	61.97%
CYP2D6 substrate	-	0.7438	74.38%
CYP3A4 inhibition	-	0.6629	66.29%
CYP2C9 inhibition	-	0.7901	79.01%
CYP2C19 inhibition	-	0.7702	77.02%
CYP2D6 inhibition	-	0.9137	91.37%
CYP1A2 inhibition	-	0.8362	83.62%
CYP2C8 inhibition	-	0.7886	78.86%
CYP inhibitory promiscuity	-	0.7426	74.26%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.7269	72.69%
Eye corrosion	-	0.9825	98.25%
Eye irritation	-	0.8759	87.59%
Skin irritation	-	0.6984	69.84%
Skin corrosion	-	0.9630	96.30%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.7172	71.72%
skin sensitisation	-	0.5530	55.30%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.7726	77.26%
Acute Oral Toxicity (c)	III	0.7529	75.29%
Estrogen receptor binding	+	0.7026	70.26%
Androgen receptor binding	+	0.5854	58.54%
Thyroid receptor binding	+	0.6520	65.20%
Glucocorticoid receptor binding	+	0.7784	77.84%
Aromatase binding	+	0.5457	54.57%
PPAR gamma	-	0.5704	57.04%
Honey bee toxicity	-	0.9157	91.57%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	+	0.9816	98.16%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.93%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.44%	91.11%
CHEMBL1977	P11473	Vitamin D receptor	92.07%	99.43%
CHEMBL2581	P07339	Cathepsin D	91.96%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.79%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.90%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.72%	82.69%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.57%	100.00%
CHEMBL237	P41145	Kappa opioid receptor	85.38%	98.10%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.78%	95.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.38%	100.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.29%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.27%	95.89%
CHEMBL4370	P16662	UDP-glucuronosyltransferase 2B7	80.34%	100.00%

Plants that contains it

• Hemizonia congesta

Cross-Links

• PubChem: 162940483
• LOTUS: LTS0225513
• wikiData: Q105136141