5-[5-(Hydroxymethyl)-2,5,8a-trimethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl]-3-methylpent-2-en-1-ol

Details

• Internal ID: 70db8956-b80e-4aa3-a44e-06260801c451
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 5-[5-(hydroxymethyl)-2,5,8a-trimethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl]-3-methylpent-2-en-1-ol
• SMILES (Canonical): CC1=CCC2C(CCCC2(C1CCC(=CCO)C)C)(C)CO
• SMILES (Isomeric): CC1=CCC2C(CCCC2(C1CCC(=CCO)C)C)(C)CO
• InChI: InChI=1S/C20H34O2/c1-15(10-13-21)6-8-17-16(2)7-9-18-19(3,14-22)11-5-12-20(17,18)4/h7,10,17-18,21-22H,5-6,8-9,11-14H2,1-4H3
• InChI Key: ROXAOLHSWRGMCR-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: 4.40
• Atomic LogP (AlogP): 4.48
• 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	+	0.9889	98.89%
Caco-2	+	0.8224	82.24%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Lysosomes	0.6167	61.67%
OATP2B1 inhibitior	-	0.8580	85.80%
OATP1B1 inhibitior	+	0.8010	80.10%
OATP1B3 inhibitior	+	0.8373	83.73%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5593	55.93%
BSEP inhibitior	+	0.6197	61.97%
P-glycoprotein inhibitior	-	0.8118	81.18%
P-glycoprotein substrate	-	0.8055	80.55%
CYP3A4 substrate	+	0.5816	58.16%
CYP2C9 substrate	-	0.7664	76.64%
CYP2D6 substrate	-	0.7388	73.88%
CYP3A4 inhibition	-	0.6389	63.89%
CYP2C9 inhibition	-	0.6936	69.36%
CYP2C19 inhibition	-	0.6560	65.60%
CYP2D6 inhibition	-	0.8900	89.00%
CYP1A2 inhibition	-	0.8033	80.33%
CYP2C8 inhibition	-	0.5853	58.53%
CYP inhibitory promiscuity	-	0.5741	57.41%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6160	61.60%
Eye corrosion	-	0.9675	96.75%
Eye irritation	-	0.8941	89.41%
Skin irritation	-	0.8224	82.24%
Skin corrosion	-	0.9763	97.63%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7306	73.06%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.7321	73.21%
skin sensitisation	+	0.4767	47.67%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.8117	81.17%
Acute Oral Toxicity (c)	III	0.5348	53.48%
Estrogen receptor binding	+	0.7374	73.74%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.6397	63.97%
Glucocorticoid receptor binding	+	0.6079	60.79%
Aromatase binding	+	0.5738	57.38%
PPAR gamma	+	0.6519	65.19%
Honey bee toxicity	-	0.9005	90.05%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9908	99.08%

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	96.43%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.83%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.74%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.73%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.51%	95.50%
CHEMBL2581	P07339	Cathepsin D	85.37%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	84.94%	94.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.94%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.97%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.95%	95.56%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.50%	96.61%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.94%	82.69%

Plants that contains it

• Sideritis chamaedryfolia

Cross-Links

• PubChem: 73805519
• LOTUS: LTS0011479
• wikiData: Q105242530