5-(5-Hydroxy-3-methylpentyl)-1,1,4a,6-tetramethyl-2,3,4,5,8,8a-hexahydronaphthalen-2-ol

Details

• Internal ID: 7435f79a-e408-41f0-a8d2-5f424f462d74
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 5-(5-hydroxy-3-methylpentyl)-1,1,4a,6-tetramethyl-2,3,4,5,8,8a-hexahydronaphthalen-2-ol
• SMILES (Canonical): CC1=CCC2C(C(CCC2(C1CCC(C)CCO)C)O)(C)C
• SMILES (Isomeric): CC1=CCC2C(C(CCC2(C1CCC(C)CCO)C)O)(C)C
• InChI: InChI=1S/C20H36O2/c1-14(11-13-21)6-8-16-15(2)7-9-17-19(3,4)18(22)10-12-20(16,17)5/h7,14,16-18,21-22H,6,8-13H2,1-5H3
• InChI Key: HCTOMUIBAFXFSO-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	+	0.9964	99.64%
Caco-2	+	0.6919	69.19%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5844	58.44%
OATP2B1 inhibitior	-	0.8583	85.83%
OATP1B1 inhibitior	+	0.9279	92.79%
OATP1B3 inhibitior	+	0.9607	96.07%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6135	61.35%
BSEP inhibitior	-	0.5508	55.08%
P-glycoprotein inhibitior	-	0.8439	84.39%
P-glycoprotein substrate	-	0.7190	71.90%
CYP3A4 substrate	+	0.5952	59.52%
CYP2C9 substrate	-	0.6284	62.84%
CYP2D6 substrate	-	0.7222	72.22%
CYP3A4 inhibition	-	0.7176	71.76%
CYP2C9 inhibition	-	0.8824	88.24%
CYP2C19 inhibition	-	0.8504	85.04%
CYP2D6 inhibition	-	0.9226	92.26%
CYP1A2 inhibition	-	0.8451	84.51%
CYP2C8 inhibition	-	0.9043	90.43%
CYP inhibitory promiscuity	-	0.6747	67.47%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6668	66.68%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.9559	95.59%
Skin irritation	-	0.6712	67.12%
Skin corrosion	-	0.9730	97.30%
Ames mutagenesis	-	0.8537	85.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.5395	53.95%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.6175	61.75%
skin sensitisation	-	0.5535	55.35%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.8243	82.43%
Acute Oral Toxicity (c)	III	0.8242	82.42%
Estrogen receptor binding	+	0.6840	68.40%
Androgen receptor binding	-	0.6080	60.80%
Thyroid receptor binding	+	0.6893	68.93%
Glucocorticoid receptor binding	+	0.7372	73.72%
Aromatase binding	-	0.6616	66.16%
PPAR gamma	+	0.5479	54.79%
Honey bee toxicity	-	0.8904	89.04%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9638	96.38%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	93.54%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.00%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.39%	97.25%
CHEMBL2581	P07339	Cathepsin D	89.44%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.08%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.96%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.91%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.51%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	85.64%	95.93%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.80%	93.56%
CHEMBL2996	Q05655	Protein kinase C delta	82.94%	97.79%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.12%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.03%	95.56%

Plants that contains it

• Brickellia vernicosa

Cross-Links

• PubChem: 13995978
• LOTUS: LTS0276032
• wikiData: Q105025982