9-(hydroxymethyl)-2,5,9-trimethyl-4,4a,6,7,8,9a-hexahydro-3H-benzo[7]annulen-5-ol

Details

• Internal ID: 02d204ac-77cb-4c60-8f16-707a058bc6d9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Himachalane and lippifoliane sesquiterpenoids
• IUPAC Name: 9-(hydroxymethyl)-2,5,9-trimethyl-4,4a,6,7,8,9a-hexahydro-3H-benzo[7]annulen-5-ol
• InChI: InChI=1S/C15H26O2/c1-11-5-6-12-13(9-11)14(2,10-16)7-4-8-15(12,3)17/h9,12-13,16-17H,4-8,10H2,1-3H3
• InChI Key: CONIHLPSZDQHQB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₆O₂
• Molecular Weight: 238.37 g/mol
• Exact Mass: 238.193280068 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.89
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9952	99.52%
Caco-2	+	0.8958	89.58%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Lysosomes	0.5827	58.27%
OATP2B1 inhibitior	-	0.8462	84.62%
OATP1B1 inhibitior	+	0.8816	88.16%
OATP1B3 inhibitior	+	0.9675	96.75%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6885	68.85%
BSEP inhibitior	-	0.7521	75.21%
P-glycoprotein inhibitior	-	0.9440	94.40%
P-glycoprotein substrate	-	0.9051	90.51%
CYP3A4 substrate	+	0.5389	53.89%
CYP2C9 substrate	-	0.5471	54.71%
CYP2D6 substrate	-	0.7775	77.75%
CYP3A4 inhibition	-	0.6138	61.38%
CYP2C9 inhibition	-	0.7524	75.24%
CYP2C19 inhibition	-	0.8069	80.69%
CYP2D6 inhibition	-	0.9029	90.29%
CYP1A2 inhibition	-	0.7128	71.28%
CYP2C8 inhibition	-	0.7452	74.52%
CYP inhibitory promiscuity	-	0.8398	83.98%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.6513	65.13%
Eye corrosion	-	0.9781	97.81%
Eye irritation	-	0.5870	58.70%
Skin irritation	-	0.6857	68.57%
Skin corrosion	-	0.9738	97.38%
Ames mutagenesis	-	0.8254	82.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5212	52.12%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	-	0.5371	53.71%
skin sensitisation	-	0.5368	53.68%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.8953	89.53%
Acute Oral Toxicity (c)	III	0.8361	83.61%
Estrogen receptor binding	-	0.6937	69.37%
Androgen receptor binding	-	0.5984	59.84%
Thyroid receptor binding	-	0.5449	54.49%
Glucocorticoid receptor binding	-	0.6684	66.84%
Aromatase binding	-	0.6316	63.16%
PPAR gamma	-	0.8793	87.93%
Honey bee toxicity	-	0.9567	95.67%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.8567	85.67%

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	96.37%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.27%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.81%	96.09%
CHEMBL2996	Q05655	Protein kinase C delta	90.34%	97.79%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.17%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.95%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.81%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	83.44%	94.75%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.13%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.34%	95.89%
CHEMBL2581	P07339	Cathepsin D	81.98%	98.95%
CHEMBL259	P32245	Melanocortin receptor 4	81.04%	95.38%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.31%	86.33%

Plants that contains it

• Laggera decurrens

Cross-Links

• PubChem: 162998247
• LOTUS: LTS0024451
• wikiData: Q104967170