methyl (1S,2R,9aS)-1-[2-(furan-3-yl)ethyl]-1,2-dimethyl-2,3,5,8,9,9a-hexahydrobenzo[7]annulene-6-carboxylate

Details

• Internal ID: cfa3bae7-8d9e-4361-b9d0-5398a118a597
• Taxonomy: Organoheterocyclic compounds > Heteroaromatic compounds
• IUPAC Name: methyl (1S,2R,9aS)-1-[2-(furan-3-yl)ethyl]-1,2-dimethyl-2,3,5,8,9,9a-hexahydrobenzo[7]annulene-6-carboxylate
• InChI: InChI=1S/C21H28O3/c1-15-7-8-17-13-18(20(22)23-3)5-4-6-19(17)21(15,2)11-9-16-10-12-24-14-16/h5,8,10,12,14-15,19H,4,6-7,9,11,13H2,1-3H3/t15-,19+,21+/m1/s1
• InChI Key: CZVZMXDHIOAILF-JJXUHFIVSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₈O₃
• Molecular Weight: 328.40 g/mol
• Exact Mass: 328.20384475 g/mol
• Topological Polar Surface Area (TPSA): 39.40 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 5.08
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9961	99.61%
Caco-2	+	0.7939	79.39%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.4277	42.77%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7346	73.46%
OATP1B3 inhibitior	+	0.9195	91.95%
MATE1 inhibitior	-	0.6200	62.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.9105	91.05%
P-glycoprotein inhibitior	+	0.6337	63.37%
P-glycoprotein substrate	-	0.5333	53.33%
CYP3A4 substrate	+	0.6639	66.39%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	-	0.8748	87.48%
CYP3A4 inhibition	-	0.6791	67.91%
CYP2C9 inhibition	-	0.6352	63.52%
CYP2C19 inhibition	-	0.5560	55.60%
CYP2D6 inhibition	-	0.9024	90.24%
CYP1A2 inhibition	+	0.6035	60.35%
CYP2C8 inhibition	+	0.6266	62.66%
CYP inhibitory promiscuity	+	0.5639	56.39%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.5925	59.25%
Eye corrosion	-	0.9795	97.95%
Eye irritation	-	0.9672	96.72%
Skin irritation	-	0.7084	70.84%
Skin corrosion	-	0.9696	96.96%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9211	92.11%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	+	0.5784	57.84%
skin sensitisation	-	0.6595	65.95%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.5747	57.47%
Acute Oral Toxicity (c)	III	0.5680	56.80%
Estrogen receptor binding	+	0.8272	82.72%
Androgen receptor binding	+	0.6497	64.97%
Thyroid receptor binding	-	0.5314	53.14%
Glucocorticoid receptor binding	+	0.8224	82.24%
Aromatase binding	+	0.7131	71.31%
PPAR gamma	+	0.6124	61.24%
Honey bee toxicity	-	0.8515	85.15%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
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
CHEMBL4040	P28482	MAP kinase ERK2	99.78%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.48%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.83%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.47%	97.25%
CHEMBL2581	P07339	Cathepsin D	92.25%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.43%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.64%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.47%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.71%	95.89%
CHEMBL4208	P20618	Proteasome component C5	84.38%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.00%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	81.08%	91.19%

Plants that contains it

• Nidorella ivifolia

Cross-Links

• PubChem: 162868127
• LOTUS: LTS0078007
• wikiData: Q104973233