2-[(4aS,8aS,9aS)-6,9,9-trimethyl-2-oxo-4,4a,7,8,8a,9a-hexahydrobenzo[f]indol-1-yl]acetic acid

Details

• Internal ID: b15610bd-8803-4aca-8529-48bc5be6cd18
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indolyl carboxylic acids and derivatives
• IUPAC Name: 2-[(4aS,8aS,9aS)-6,9,9-trimethyl-2-oxo-4,4a,7,8,8a,9a-hexahydrobenzo[f]indol-1-yl]acetic acid
• InChI: InChI=1S/C17H23NO3/c1-10-4-5-13-11(6-10)7-12-8-14(19)18(9-15(20)21)16(12)17(13,2)3/h6,8,11,13,16H,4-5,7,9H2,1-3H3,(H,20,21)/t11-,13+,16-/m1/s1
• InChI Key: VYQPVVNDUJVMSE-PVXIVEMSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₃NO₃
• Molecular Weight: 289.40 g/mol
• Exact Mass: 289.16779360 g/mol
• Topological Polar Surface Area (TPSA): 57.60 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.61
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9793	97.93%
Caco-2	+	0.7354	73.54%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6968	69.68%
OATP2B1 inhibitior	-	0.8608	86.08%
OATP1B1 inhibitior	+	0.8805	88.05%
OATP1B3 inhibitior	+	0.9388	93.88%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6822	68.22%
BSEP inhibitior	-	0.7797	77.97%
P-glycoprotein inhibitior	-	0.8901	89.01%
P-glycoprotein substrate	-	0.8138	81.38%
CYP3A4 substrate	+	0.6212	62.12%
CYP2C9 substrate	-	0.7939	79.39%
CYP2D6 substrate	-	0.9152	91.52%
CYP3A4 inhibition	-	0.7013	70.13%
CYP2C9 inhibition	-	0.7794	77.94%
CYP2C19 inhibition	-	0.7126	71.26%
CYP2D6 inhibition	-	0.9099	90.99%
CYP1A2 inhibition	-	0.7315	73.15%
CYP2C8 inhibition	-	0.8052	80.52%
CYP inhibitory promiscuity	-	0.7293	72.93%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5407	54.07%
Eye corrosion	-	0.9874	98.74%
Eye irritation	-	0.9734	97.34%
Skin irritation	-	0.7235	72.35%
Skin corrosion	-	0.8856	88.56%
Ames mutagenesis	-	0.6364	63.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.4756	47.56%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	+	0.5546	55.46%
skin sensitisation	-	0.8304	83.04%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.7552	75.52%
Acute Oral Toxicity (c)	III	0.7071	70.71%
Estrogen receptor binding	+	0.6323	63.23%
Androgen receptor binding	+	0.6984	69.84%
Thyroid receptor binding	-	0.6330	63.30%
Glucocorticoid receptor binding	+	0.8609	86.09%
Aromatase binding	-	0.5401	54.01%
PPAR gamma	+	0.7785	77.85%
Honey bee toxicity	-	0.9038	90.38%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9829	98.29%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.41%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.72%	85.14%
CHEMBL2581	P07339	Cathepsin D	96.56%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.14%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.25%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	87.97%	90.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.58%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.42%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.02%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.66%	93.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.28%	93.03%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 44478417
• LOTUS: LTS0133200
• wikiData: Q105299152