(4R,4aR,11bS)-4,7,11b-trimethyl-1,2,3,4a,5,6-hexahydronaphtho[2,1-f][1]benzofuran-4-carboxylic acid

Details

• Internal ID: 8ef5557e-6b2e-4813-8d2c-1a2eb1b8f1d3
• Taxonomy: Benzenoids > Phenanthrenes and derivatives
• IUPAC Name: (4R,4aR,11bS)-4,7,11b-trimethyl-1,2,3,4a,5,6-hexahydronaphtho[2,1-f][1]benzofuran-4-carboxylic acid
• InChI: InChI=1S/C20H24O3/c1-12-13-5-6-17-19(2,8-4-9-20(17,3)18(21)22)15(13)11-16-14(12)7-10-23-16/h7,10-11,17H,4-6,8-9H2,1-3H3,(H,21,22)/t17-,19-,20-/m1/s1
• InChI Key: MAZMVBKGDXFTOE-MISYRCLQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₃
• Molecular Weight: 312.40 g/mol
• Exact Mass: 312.17254462 g/mol
• Topological Polar Surface Area (TPSA): 50.40 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 4.84
• H-Bond Acceptor: 2
• 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	+	0.9944	99.44%
Caco-2	+	0.8760	87.60%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6157	61.57%
OATP2B1 inhibitior	-	0.7239	72.39%
OATP1B1 inhibitior	+	0.8718	87.18%
OATP1B3 inhibitior	+	0.8930	89.30%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.6274	62.74%
P-glycoprotein inhibitior	-	0.8606	86.06%
P-glycoprotein substrate	-	0.8092	80.92%
CYP3A4 substrate	+	0.6372	63.72%
CYP2C9 substrate	-	0.5888	58.88%
CYP2D6 substrate	-	0.8396	83.96%
CYP3A4 inhibition	-	0.7460	74.60%
CYP2C9 inhibition	-	0.5441	54.41%
CYP2C19 inhibition	-	0.5373	53.73%
CYP2D6 inhibition	-	0.9133	91.33%
CYP1A2 inhibition	-	0.5447	54.47%
CYP2C8 inhibition	+	0.6571	65.71%
CYP inhibitory promiscuity	-	0.8371	83.71%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7800	78.00%
Carcinogenicity (trinary)	Non-required	0.5947	59.47%
Eye corrosion	-	0.9873	98.73%
Eye irritation	-	0.8595	85.95%
Skin irritation	-	0.7510	75.10%
Skin corrosion	-	0.9581	95.81%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7880	78.80%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.5301	53.01%
skin sensitisation	-	0.8270	82.70%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.9509	95.09%
Acute Oral Toxicity (c)	III	0.5990	59.90%
Estrogen receptor binding	+	0.8020	80.20%
Androgen receptor binding	+	0.5844	58.44%
Thyroid receptor binding	+	0.6295	62.95%
Glucocorticoid receptor binding	+	0.5397	53.97%
Aromatase binding	+	0.6258	62.58%
PPAR gamma	+	0.8361	83.61%
Honey bee toxicity	-	0.9381	93.81%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.38%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	94.35%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.19%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.94%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.22%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.07%	99.23%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.27%	89.62%
CHEMBL2581	P07339	Cathepsin D	83.03%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.88%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.07%	90.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11616598
• LOTUS: LTS0178175
• wikiData: Q105160588