(1S,3S,3aR,4R,5S,7aR)-1,4,5,7-tetraethyl-3-methyl-2-oxo-5-[(E)-2-phenylethenyl]-1,3,3a,7a-tetrahydroindene-4-carboxylic acid

Details

• Internal ID: c2644d4c-90b8-41e0-aa35-3be26ab80f58
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Styrenes
• IUPAC Name: (1S,3S,3aR,4R,5S,7aR)-1,4,5,7-tetraethyl-3-methyl-2-oxo-5-[(E)-2-phenylethenyl]-1,3,3a,7a-tetrahydroindene-4-carboxylic acid
• SMILES (Canonical): CCC1C2C(C(C1=O)C)C(C(C=C2CC)(CC)C=CC3=CC=CC=C3)(CC)C(=O)O
• SMILES (Isomeric): CC[C@H]1[C@H]2[C@H]([C@@H](C1=O)C)[C@@]([C@@](C=C2CC)(CC)/C=C/C3=CC=CC=C3)(CC)C(=O)O
• InChI: InChI=1S/C27H36O3/c1-6-20-17-26(8-3,16-15-19-13-11-10-12-14-19)27(9-4,25(29)30)23-18(5)24(28)21(7-2)22(20)23/h10-18,21-23H,6-9H2,1-5H3,(H,29,30)/b16-15+/t18-,21-,22-,23-,26-,27-/m0/s1
• InChI Key: IJBZGABOCOJLTC-APGPCESXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₆O₃
• Molecular Weight: 408.60 g/mol
• Exact Mass: 408.26644501 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 6.20
• Atomic LogP (AlogP): 6.40
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9972	99.72%
Caco-2	+	0.6010	60.10%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8331	83.31%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8078	80.78%
OATP1B3 inhibitior	+	0.9301	93.01%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9697	96.97%
P-glycoprotein inhibitior	+	0.6256	62.56%
P-glycoprotein substrate	-	0.6841	68.41%
CYP3A4 substrate	+	0.5430	54.30%
CYP2C9 substrate	-	0.8170	81.70%
CYP2D6 substrate	-	0.8698	86.98%
CYP3A4 inhibition	-	0.6047	60.47%
CYP2C9 inhibition	-	0.6018	60.18%
CYP2C19 inhibition	-	0.5677	56.77%
CYP2D6 inhibition	-	0.9240	92.40%
CYP1A2 inhibition	-	0.8156	81.56%
CYP2C8 inhibition	+	0.4714	47.14%
CYP inhibitory promiscuity	+	0.5315	53.15%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8956	89.56%
Carcinogenicity (trinary)	Non-required	0.5244	52.44%
Eye corrosion	-	0.9942	99.42%
Eye irritation	-	0.9663	96.63%
Skin irritation	-	0.5922	59.22%
Skin corrosion	-	0.9634	96.34%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9025	90.25%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	+	0.7013	70.13%
skin sensitisation	-	0.5538	55.38%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.4716	47.16%
Acute Oral Toxicity (c)	III	0.5214	52.14%
Estrogen receptor binding	+	0.6272	62.72%
Androgen receptor binding	+	0.7096	70.96%
Thyroid receptor binding	+	0.5965	59.65%
Glucocorticoid receptor binding	+	0.7436	74.36%
Aromatase binding	+	0.6627	66.27%
PPAR gamma	-	0.4852	48.52%
Honey bee toxicity	-	0.9080	90.80%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
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
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.65%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	95.60%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.85%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.76%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.65%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.21%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.43%	96.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.17%	99.23%
CHEMBL5028	O14672	ADAM10	82.56%	97.50%
CHEMBL226	P30542	Adenosine A1 receptor	80.54%	95.93%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 102158409
• LOTUS: LTS0214272
• wikiData: Q105113877