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

Details

• Internal ID: d88351ed-f511-45c5-bd85-d2d430d5d393
• Taxonomy: Organoheterocyclic compounds > Heteroaromatic compounds
• IUPAC Name: methyl (1S,2R,4aR,9aR)-1-[2-(furan-3-yl)ethyl]-4a-hydroxy-1,2-dimethyl-3,4,5,8,9,9a-hexahydro-2H-benzo[7]annulene-6-carboxylate
• InChI: InChI=1S/C21H30O4/c1-15-7-11-21(23)13-17(19(22)24-3)5-4-6-18(21)20(15,2)10-8-16-9-12-25-14-16/h5,9,12,14-15,18,23H,4,6-8,10-11,13H2,1-3H3/t15-,18-,20+,21-/m1/s1
• InChI Key: GFLGDURTANEUKG-DPDLHNOKSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₀O₄
• Molecular Weight: 346.50 g/mol
• Exact Mass: 346.21440943 g/mol
• Topological Polar Surface Area (TPSA): 59.70 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 4.28
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9925	99.25%
Caco-2	+	0.7330	73.30%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6803	68.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7403	74.03%
OATP1B3 inhibitior	+	0.8544	85.44%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9211	92.11%
P-glycoprotein inhibitior	-	0.5216	52.16%
P-glycoprotein substrate	-	0.6283	62.83%
CYP3A4 substrate	+	0.6910	69.10%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8815	88.15%
CYP3A4 inhibition	+	0.6119	61.19%
CYP2C9 inhibition	-	0.5744	57.44%
CYP2C19 inhibition	-	0.6175	61.75%
CYP2D6 inhibition	-	0.9198	91.98%
CYP1A2 inhibition	+	0.5577	55.77%
CYP2C8 inhibition	+	0.6916	69.16%
CYP inhibitory promiscuity	-	0.7533	75.33%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6418	64.18%
Eye corrosion	-	0.9932	99.32%
Eye irritation	-	0.9711	97.11%
Skin irritation	-	0.5667	56.67%
Skin corrosion	-	0.9470	94.70%
Ames mutagenesis	-	0.7240	72.40%
Human Ether-a-go-go-Related Gene inhibition	+	0.8196	81.96%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.8136	81.36%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.5757	57.57%
Acute Oral Toxicity (c)	II	0.4066	40.66%
Estrogen receptor binding	+	0.8796	87.96%
Androgen receptor binding	+	0.5890	58.90%
Thyroid receptor binding	+	0.6283	62.83%
Glucocorticoid receptor binding	+	0.8198	81.98%
Aromatase binding	+	0.7012	70.12%
PPAR gamma	+	0.5844	58.44%
Honey bee toxicity	-	0.8676	86.76%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9899	98.99%

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	97.43%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.33%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.64%	97.25%
CHEMBL4040	P28482	MAP kinase ERK2	95.54%	83.82%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.39%	94.45%
CHEMBL2581	P07339	Cathepsin D	92.49%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.36%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.47%	95.89%
CHEMBL221	P23219	Cyclooxygenase-1	85.29%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.13%	86.33%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.86%	94.80%
CHEMBL4208	P20618	Proteasome component C5	80.83%	90.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.44%	92.62%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.37%	97.14%
CHEMBL5028	O14672	ADAM10	80.01%	97.50%

Plants that contains it

• Nidorella ivifolia

Cross-Links

• PubChem: 162843878
• LOTUS: LTS0251737
• wikiData: Q105007615