8-(5-Hydroxy-3-methylpentyl)-4,4,7,8a-tetramethyl-1,2,3,4a,5,8-hexahydronaphthalen-2-ol

Details

• Internal ID: bbc03eb3-7019-4cf8-aa6f-4fd27be05df5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 8-(5-hydroxy-3-methylpentyl)-4,4,7,8a-tetramethyl-1,2,3,4a,5,8-hexahydronaphthalen-2-ol
• SMILES (Canonical): CC1=CCC2C(CC(CC2(C1CCC(C)CCO)C)O)(C)C
• SMILES (Isomeric): CC1=CCC2C(CC(CC2(C1CCC(C)CCO)C)O)(C)C
• InChI: InChI=1S/C20H36O2/c1-14(10-11-21)6-8-17-15(2)7-9-18-19(3,4)12-16(22)13-20(17,18)5/h7,14,16-18,21-22H,6,8-13H2,1-5H3
• InChI Key: PGWAWNXIWSYNAG-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: 4.60
• 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	+	0.9951	99.51%
Caco-2	+	0.7138	71.38%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.4893	48.93%
OATP2B1 inhibitior	-	0.8563	85.63%
OATP1B1 inhibitior	+	0.9087	90.87%
OATP1B3 inhibitior	+	0.9587	95.87%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6135	61.35%
BSEP inhibitior	-	0.7215	72.15%
P-glycoprotein inhibitior	-	0.8526	85.26%
P-glycoprotein substrate	-	0.5966	59.66%
CYP3A4 substrate	+	0.5559	55.59%
CYP2C9 substrate	-	0.6284	62.84%
CYP2D6 substrate	-	0.7222	72.22%
CYP3A4 inhibition	-	0.7469	74.69%
CYP2C9 inhibition	-	0.9017	90.17%
CYP2C19 inhibition	-	0.8464	84.64%
CYP2D6 inhibition	-	0.9133	91.33%
CYP1A2 inhibition	-	0.8357	83.57%
CYP2C8 inhibition	-	0.8510	85.10%
CYP inhibitory promiscuity	-	0.6498	64.98%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6636	66.36%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.9428	94.28%
Skin irritation	-	0.5984	59.84%
Skin corrosion	-	0.9709	97.09%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6593	65.93%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.6674	66.74%
skin sensitisation	+	0.4722	47.22%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.6824	68.24%
Acute Oral Toxicity (c)	III	0.8699	86.99%
Estrogen receptor binding	+	0.7157	71.57%
Androgen receptor binding	-	0.6099	60.99%
Thyroid receptor binding	+	0.6313	63.13%
Glucocorticoid receptor binding	+	0.7329	73.29%
Aromatase binding	-	0.6698	66.98%
PPAR gamma	+	0.5747	57.47%
Honey bee toxicity	-	0.8957	89.57%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.9548	95.48%

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	96.87%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.50%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	92.57%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.25%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.08%	97.09%
CHEMBL2581	P07339	Cathepsin D	87.52%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.25%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.75%	93.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.03%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.87%	95.89%
CHEMBL2885	P07451	Carbonic anhydrase III	80.72%	87.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.54%	95.56%

Plants that contains it

• Baccharis latifolia

Cross-Links

• PubChem: 14262638
• LOTUS: LTS0210914
• wikiData: Q105208737