methyl (1S,2R,4aR,9aR)-1-[2-(furan-3-yl)ethyl]-4a-methoxy-1,2-dimethyl-3,4,5,8,9,9a-hexahydro-2H-benzo[7]annulene-6-carboxylate

Details

• Internal ID: 81121cd3-9e5d-4960-9b1a-8373d5d73d77
• Taxonomy: Organoheterocyclic compounds > Heteroaromatic compounds
• IUPAC Name: methyl (1S,2R,4aR,9aR)-1-[2-(furan-3-yl)ethyl]-4a-methoxy-1,2-dimethyl-3,4,5,8,9,9a-hexahydro-2H-benzo[7]annulene-6-carboxylate
• SMILES (Canonical): CC1CCC2(CC(=CCCC2C1(C)CCC3=COC=C3)C(=O)OC)OC
• SMILES (Isomeric): C[C@@H]1CC[C@]2(CC(=CCC[C@@H]2[C@@]1(C)CCC3=COC=C3)C(=O)OC)OC
• InChI: InChI=1S/C22H32O4/c1-16-8-12-22(25-4)14-18(20(23)24-3)6-5-7-19(22)21(16,2)11-9-17-10-13-26-15-17/h6,10,13,15-16,19H,5,7-9,11-12,14H2,1-4H3/t16-,19-,21+,22-/m1/s1
• InChI Key: HTOGWGIDXDORHJ-ZKMOHVOUSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₂O₄
• Molecular Weight: 360.50 g/mol
• Exact Mass: 360.23005950 g/mol
• Topological Polar Surface Area (TPSA): 48.70 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 4.93
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9943	99.43%
Caco-2	+	0.7783	77.83%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5948	59.48%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7225	72.25%
OATP1B3 inhibitior	+	0.9218	92.18%
MATE1 inhibitior	-	0.6600	66.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.9254	92.54%
P-glycoprotein inhibitior	+	0.7604	76.04%
P-glycoprotein substrate	-	0.6487	64.87%
CYP3A4 substrate	+	0.6820	68.20%
CYP2C9 substrate	-	0.6043	60.43%
CYP2D6 substrate	-	0.8738	87.38%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	-	0.8174	81.74%
CYP2C19 inhibition	-	0.6903	69.03%
CYP2D6 inhibition	-	0.9270	92.70%
CYP1A2 inhibition	-	0.5215	52.15%
CYP2C8 inhibition	+	0.7548	75.48%
CYP inhibitory promiscuity	-	0.6696	66.96%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6413	64.13%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9557	95.57%
Skin irritation	-	0.6468	64.68%
Skin corrosion	-	0.9608	96.08%
Ames mutagenesis	-	0.6470	64.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.9355	93.55%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.7766	77.66%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.4559	45.59%
Acute Oral Toxicity (c)	III	0.4361	43.61%
Estrogen receptor binding	+	0.8056	80.56%
Androgen receptor binding	+	0.6202	62.02%
Thyroid receptor binding	+	0.6546	65.46%
Glucocorticoid receptor binding	+	0.8425	84.25%
Aromatase binding	+	0.6372	63.72%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8275	82.75%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9943	99.43%

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	97.90%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.21%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	96.11%	83.82%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.67%	97.25%
CHEMBL2581	P07339	Cathepsin D	91.71%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.22%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	89.26%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.48%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.75%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.12%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.76%	92.62%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.62%	94.80%
CHEMBL5028	O14672	ADAM10	80.40%	97.50%

Plants that contains it

• Nidorella ivifolia

Cross-Links

• PubChem: 162876138
• LOTUS: LTS0145320
• wikiData: Q105033539