2-[(4aR,8aS,9aR)-9a-hydroxy-4,4,7-trimethyl-2-oxo-5,6,8a,9-tetrahydro-4aH-benzo[f]indol-1-yl]acetic acid

Details

• Internal ID: 1eb35915-e141-4de3-ab75-8f9d9f5ee2de
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Indolyl carboxylic acids and derivatives
• IUPAC Name: 2-[(4aR,8aS,9aR)-9a-hydroxy-4,4,7-trimethyl-2-oxo-5,6,8a,9-tetrahydro-4aH-benzo[f]indol-1-yl]acetic acid
• InChI: InChI=1S/C17H23NO4/c1-10-4-5-12-11(6-10)8-17(22)13(16(12,2)3)7-14(19)18(17)9-15(20)21/h6-7,11-12,22H,4-5,8-9H2,1-3H3,(H,20,21)/t11-,12-,17-/m1/s1
• InChI Key: RWMSAGGXIGLQNM-PSTGCABASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₃NO₄
• Molecular Weight: 305.40 g/mol
• Exact Mass: 305.16270821 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.93
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9819	98.19%
Caco-2	+	0.6957	69.57%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6853	68.53%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8825	88.25%
OATP1B3 inhibitior	+	0.9277	92.77%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.6709	67.09%
P-glycoprotein inhibitior	-	0.9088	90.88%
P-glycoprotein substrate	-	0.7606	76.06%
CYP3A4 substrate	+	0.6182	61.82%
CYP2C9 substrate	-	0.8064	80.64%
CYP2D6 substrate	-	0.8987	89.87%
CYP3A4 inhibition	-	0.8532	85.32%
CYP2C9 inhibition	-	0.8955	89.55%
CYP2C19 inhibition	-	0.8794	87.94%
CYP2D6 inhibition	-	0.9455	94.55%
CYP1A2 inhibition	-	0.8722	87.22%
CYP2C8 inhibition	-	0.7689	76.89%
CYP inhibitory promiscuity	-	0.8580	85.80%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.4480	44.80%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.8877	88.77%
Skin irritation	-	0.7272	72.72%
Skin corrosion	-	0.9106	91.06%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6328	63.28%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.8638	86.38%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	-	0.7855	78.55%
Acute Oral Toxicity (c)	III	0.6398	63.98%
Estrogen receptor binding	+	0.6993	69.93%
Androgen receptor binding	+	0.6045	60.45%
Thyroid receptor binding	+	0.5533	55.33%
Glucocorticoid receptor binding	+	0.8247	82.47%
Aromatase binding	+	0.6304	63.04%
PPAR gamma	+	0.7691	76.91%
Honey bee toxicity	-	0.9126	91.26%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9710	97.10%

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	97.76%	96.09%
CHEMBL2581	P07339	Cathepsin D	94.59%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.17%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.67%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	87.95%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.84%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.62%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.56%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.11%	93.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.99%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.61%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.45%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.95%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 44478416
• LOTUS: LTS0170629
• wikiData: Q105246581