methyl (4R,4aS,11bS)-4-hydroxy-7,11b-dimethyl-1,2,3,4a,5,6-hexahydronaphtho[2,1-f][1]benzofuran-4-carboxylate

Details

• Internal ID: 10b010ac-221f-4e9b-b76f-51c3bdfe4a79
• Taxonomy: Benzenoids > Phenanthrenes and derivatives
• IUPAC Name: methyl (4R,4aS,11bS)-4-hydroxy-7,11b-dimethyl-1,2,3,4a,5,6-hexahydronaphtho[2,1-f][1]benzofuran-4-carboxylate
• InChI: InChI=1S/C20H24O4/c1-12-13-5-6-17-19(2,8-4-9-20(17,22)18(21)23-3)15(13)11-16-14(12)7-10-24-16/h7,10-11,17,22H,4-6,8-9H2,1-3H3/t17-,19+,20+/m0/s1
• InChI Key: OUXSWZRXEDQYNX-DFQSSKMNSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₄
• Molecular Weight: 328.40 g/mol
• Exact Mass: 328.16745924 g/mol
• Topological Polar Surface Area (TPSA): 59.70 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 3.65
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9893	98.93%
Caco-2	+	0.7687	76.87%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7175	71.75%
OATP2B1 inhibitior	-	0.8616	86.16%
OATP1B1 inhibitior	+	0.9081	90.81%
OATP1B3 inhibitior	+	0.8080	80.80%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7571	75.71%
BSEP inhibitior	+	0.5621	56.21%
P-glycoprotein inhibitior	-	0.7704	77.04%
P-glycoprotein substrate	-	0.7562	75.62%
CYP3A4 substrate	+	0.6808	68.08%
CYP2C9 substrate	-	0.5918	59.18%
CYP2D6 substrate	-	0.7871	78.71%
CYP3A4 inhibition	-	0.6543	65.43%
CYP2C9 inhibition	-	0.7036	70.36%
CYP2C19 inhibition	-	0.6626	66.26%
CYP2D6 inhibition	-	0.9220	92.20%
CYP1A2 inhibition	+	0.5147	51.47%
CYP2C8 inhibition	+	0.6839	68.39%
CYP inhibitory promiscuity	-	0.9360	93.60%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5983	59.83%
Eye corrosion	-	0.9923	99.23%
Eye irritation	-	0.9229	92.29%
Skin irritation	-	0.6660	66.60%
Skin corrosion	-	0.9405	94.05%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7339	73.39%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.6260	62.60%
skin sensitisation	-	0.8998	89.98%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.9678	96.78%
Acute Oral Toxicity (c)	III	0.4637	46.37%
Estrogen receptor binding	+	0.9451	94.51%
Androgen receptor binding	+	0.6641	66.41%
Thyroid receptor binding	+	0.6357	63.57%
Glucocorticoid receptor binding	+	0.6391	63.91%
Aromatase binding	+	0.6768	67.68%
PPAR gamma	+	0.7003	70.03%
Honey bee toxicity	-	0.9076	90.76%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9825	98.25%

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	98.95%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.92%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	88.52%	91.49%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.56%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.47%	95.56%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	86.65%	89.62%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.87%	92.62%
CHEMBL2581	P07339	Cathepsin D	85.80%	98.95%
CHEMBL2535	P11166	Glucose transporter	84.53%	98.75%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.94%	92.94%
CHEMBL5028	O14672	ADAM10	83.72%	97.50%
CHEMBL340	P08684	Cytochrome P450 3A4	82.91%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.42%	97.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.12%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.55%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.22%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162945176
• LOTUS: LTS0178905
• wikiData: Q105200520