(4aR,9R,9aR)-6-(hydroxymethyl)-4,4,9a-trimethyl-2,3,4a,7,8,9-hexahydro-1H-benzo[7]annulen-9-ol

Details

• Internal ID: 7194a58b-3838-4ffc-912d-708ae4b48b36
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Secondary alcohols
• IUPAC Name: (4aR,9R,9aR)-6-(hydroxymethyl)-4,4,9a-trimethyl-2,3,4a,7,8,9-hexahydro-1H-benzo[7]annulen-9-ol
• SMILES (Canonical): CC1(CCCC2(C1C=C(CCC2O)CO)C)C
• SMILES (Isomeric): C[C@@]12CCCC([C@H]1C=C(CC[C@H]2O)CO)(C)C
• InChI: InChI=1S/C15H26O2/c1-14(2)7-4-8-15(3)12(14)9-11(10-16)5-6-13(15)17/h9,12-13,16-17H,4-8,10H2,1-3H3/t12-,13-,15-/m1/s1
• InChI Key: KCFDRPUCBYFXQR-UMVBOHGHSA-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: 2.60
• 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	+	0.9954	99.54%
Caco-2	+	0.9110	91.10%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5048	50.48%
OATP2B1 inhibitior	-	0.8479	84.79%
OATP1B1 inhibitior	+	0.8886	88.86%
OATP1B3 inhibitior	+	0.9638	96.38%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7135	71.35%
BSEP inhibitior	-	0.9134	91.34%
P-glycoprotein inhibitior	-	0.9292	92.92%
P-glycoprotein substrate	-	0.8805	88.05%
CYP3A4 substrate	+	0.5272	52.72%
CYP2C9 substrate	-	0.6284	62.84%
CYP2D6 substrate	-	0.7222	72.22%
CYP3A4 inhibition	-	0.7097	70.97%
CYP2C9 inhibition	-	0.8011	80.11%
CYP2C19 inhibition	-	0.8626	86.26%
CYP2D6 inhibition	-	0.9185	91.85%
CYP1A2 inhibition	-	0.7682	76.82%
CYP2C8 inhibition	-	0.7252	72.52%
CYP inhibitory promiscuity	-	0.7793	77.93%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6670	66.70%
Eye corrosion	-	0.9826	98.26%
Eye irritation	+	0.6460	64.60%
Skin irritation	-	0.6449	64.49%
Skin corrosion	-	0.9696	96.96%
Ames mutagenesis	-	0.7244	72.44%
Human Ether-a-go-go-Related Gene inhibition	-	0.5523	55.23%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	-	0.6601	66.01%
skin sensitisation	+	0.4863	48.63%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.8284	82.84%
Acute Oral Toxicity (c)	III	0.8142	81.42%
Estrogen receptor binding	-	0.6140	61.40%
Androgen receptor binding	-	0.6362	63.62%
Thyroid receptor binding	-	0.6231	62.31%
Glucocorticoid receptor binding	-	0.5861	58.61%
Aromatase binding	-	0.6548	65.48%
PPAR gamma	-	0.8376	83.76%
Honey bee toxicity	-	0.9486	94.86%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9378	93.78%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.41%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.39%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.07%	97.25%
CHEMBL2581	P07339	Cathepsin D	90.49%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.38%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.99%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	84.23%	95.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.97%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.61%	95.50%
CHEMBL1937	Q92769	Histone deacetylase 2	80.64%	94.75%

Plants that contains it

• Cipadessa baccifera

Cross-Links

• PubChem: 101864677
• LOTUS: LTS0126382
• wikiData: Q105138703