(1R,2R,4aS,8aS)-2,5,5,8a-tetramethyl-1-[(3-methylfuran-2-yl)methyl]-3,4,4a,6,7,8-hexahydro-1H-naphthalen-2-ol

Details

• Internal ID: b39cfdd1-936d-4d02-9c28-e82165e105a8
• Taxonomy: Organoheterocyclic compounds > Heteroaromatic compounds
• IUPAC Name: (1R,2R,4aS,8aS)-2,5,5,8a-tetramethyl-1-[(3-methylfuran-2-yl)methyl]-3,4,4a,6,7,8-hexahydro-1H-naphthalen-2-ol
• SMILES (Canonical): CC1=C(OC=C1)CC2C3(CCCC(C3CCC2(C)O)(C)C)C
• SMILES (Isomeric): CC1=C(OC=C1)C[C@@H]2[C@]3(CCCC([C@@H]3CC[C@@]2(C)O)(C)C)C
• InChI: InChI=1S/C20H32O2/c1-14-8-12-22-15(14)13-17-19(4)10-6-9-18(2,3)16(19)7-11-20(17,5)21/h8,12,16-17,21H,6-7,9-11,13H2,1-5H3/t16-,17+,19-,20+/m0/s1
• InChI Key: GWTHBPSLWRXRSF-KVPLUYHFSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₂
• Molecular Weight: 304.50 g/mol
• Exact Mass: 304.240230259 g/mol
• Topological Polar Surface Area (TPSA): 33.40 Ų
• XlogP: 5.50
• Atomic LogP (AlogP): 5.12
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8741	87.41%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6510	65.10%
OATP2B1 inhibitior	-	0.8573	85.73%
OATP1B1 inhibitior	+	0.8787	87.87%
OATP1B3 inhibitior	+	0.9171	91.71%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.5547	55.47%
P-glycoprotein inhibitior	-	0.7644	76.44%
P-glycoprotein substrate	-	0.8683	86.83%
CYP3A4 substrate	+	0.5794	57.94%
CYP2C9 substrate	-	0.5888	58.88%
CYP2D6 substrate	-	0.6843	68.43%
CYP3A4 inhibition	-	0.6663	66.63%
CYP2C9 inhibition	-	0.7821	78.21%
CYP2C19 inhibition	-	0.6076	60.76%
CYP2D6 inhibition	-	0.9266	92.66%
CYP1A2 inhibition	-	0.6448	64.48%
CYP2C8 inhibition	+	0.6455	64.55%
CYP inhibitory promiscuity	-	0.6622	66.22%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7400	74.00%
Carcinogenicity (trinary)	Non-required	0.5789	57.89%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.8711	87.11%
Skin irritation	-	0.6638	66.38%
Skin corrosion	-	0.9294	92.94%
Ames mutagenesis	-	0.7370	73.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7714	77.14%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	+	0.5349	53.49%
skin sensitisation	-	0.7165	71.65%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.7764	77.64%
Acute Oral Toxicity (c)	III	0.7116	71.16%
Estrogen receptor binding	+	0.8356	83.56%
Androgen receptor binding	-	0.5205	52.05%
Thyroid receptor binding	+	0.6826	68.26%
Glucocorticoid receptor binding	+	0.6819	68.19%
Aromatase binding	+	0.7243	72.43%
PPAR gamma	+	0.7969	79.69%
Honey bee toxicity	-	0.9589	95.89%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9749	97.49%

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	96.18%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.36%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.05%	97.09%
CHEMBL2581	P07339	Cathepsin D	87.94%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.67%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.10%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.55%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.37%	95.56%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	85.33%	89.62%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.79%	92.94%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.19%	92.62%

Plants that contains it

• Nicotiana tomentosa

Cross-Links

• PubChem: 15241250
• LOTUS: LTS0266023
• wikiData: Q105022736