2-[[(1S,2R,4aS,8aR)-1,2,4a-trimethyl-5-methylidene-3,4,6,7,8,8a-hexahydro-2H-naphthalen-1-yl]methyl]benzene-1,4-diol

Details

• Internal ID: c6ca82c0-6d87-4513-917e-2671811d4b49
• Taxonomy: Benzenoids > Phenols > Benzenediols > Hydroquinones
• IUPAC Name: 2-[[(1S,2R,4aS,8aR)-1,2,4a-trimethyl-5-methylidene-3,4,6,7,8,8a-hexahydro-2H-naphthalen-1-yl]methyl]benzene-1,4-diol
• InChI: InChI=1S/C21H30O2/c1-14-6-5-7-19-20(14,3)11-10-15(2)21(19,4)13-16-12-17(22)8-9-18(16)23/h8-9,12,15,19,22-23H,1,5-7,10-11,13H2,2-4H3/t15-,19+,20-,21+/m1/s1
• InChI Key: FBMAHDGTCDISLJ-QAJUQPOASA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₀O₂
• Molecular Weight: 314.50 g/mol
• Exact Mass: 314.224580195 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 6.20
• Atomic LogP (AlogP): 5.44
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9971	99.71%
Caco-2	+	0.8048	80.48%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6900	69.00%
OATP2B1 inhibitior	-	0.8637	86.37%
OATP1B1 inhibitior	+	0.8569	85.69%
OATP1B3 inhibitior	+	0.8501	85.01%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.6133	61.33%
P-glycoprotein inhibitior	-	0.8616	86.16%
P-glycoprotein substrate	-	0.8913	89.13%
CYP3A4 substrate	+	0.5610	56.10%
CYP2C9 substrate	-	0.5914	59.14%
CYP2D6 substrate	+	0.3979	39.79%
CYP3A4 inhibition	-	0.5296	52.96%
CYP2C9 inhibition	-	0.6432	64.32%
CYP2C19 inhibition	+	0.6678	66.78%
CYP2D6 inhibition	-	0.8728	87.28%
CYP1A2 inhibition	+	0.7983	79.83%
CYP2C8 inhibition	+	0.6204	62.04%
CYP inhibitory promiscuity	+	0.7504	75.04%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7311	73.11%
Carcinogenicity (trinary)	Non-required	0.6165	61.65%
Eye corrosion	-	0.9864	98.64%
Eye irritation	-	0.8885	88.85%
Skin irritation	-	0.6872	68.72%
Skin corrosion	-	0.9166	91.66%
Ames mutagenesis	-	0.7654	76.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8693	86.93%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.6476	64.76%
skin sensitisation	-	0.5663	56.63%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.7248	72.48%
Acute Oral Toxicity (c)	III	0.6783	67.83%
Estrogen receptor binding	+	0.7952	79.52%
Androgen receptor binding	+	0.6928	69.28%
Thyroid receptor binding	+	0.7800	78.00%
Glucocorticoid receptor binding	+	0.7746	77.46%
Aromatase binding	+	0.8063	80.63%
PPAR gamma	+	0.5244	52.44%
Honey bee toxicity	-	0.9121	91.21%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	98.98%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.42%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.22%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.38%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.88%	97.25%
CHEMBL1951	P21397	Monoamine oxidase A	87.90%	91.49%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.60%	92.94%
CHEMBL242	Q92731	Estrogen receptor beta	86.14%	98.35%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.88%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.01%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.87%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.65%	95.89%
CHEMBL233	P35372	Mu opioid receptor	82.45%	97.93%
CHEMBL264	Q9Y5N1	Histamine H3 receptor	81.98%	91.43%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.04%	90.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11834005
• LOTUS: LTS0221742
• wikiData: Q104992721