(1S,3As,4S,5R,7aR)-3,5,7-triethyl-1,4-dimethyl-5-[(E)-2-phenylethenyl]-3a,7a-dihydro-1H-indene-4-carboxylic acid

Details

• Internal ID: 0fa1595a-e43d-4053-a887-6d7ab33271b8
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Styrenes
• IUPAC Name: (1S,3aS,4S,5R,7aR)-3,5,7-triethyl-1,4-dimethyl-5-[(E)-2-phenylethenyl]-3a,7a-dihydro-1H-indene-4-carboxylic acid
• SMILES (Canonical): CCC1=CC(C2C1C(C(C=C2CC)(CC)C=CC3=CC=CC=C3)(C)C(=O)O)C
• SMILES (Isomeric): CCC1=C[C@@H]([C@@H]2[C@@H]1[C@]([C@](C=C2CC)(CC)/C=C/C3=CC=CC=C3)(C)C(=O)O)C
• InChI: InChI=1S/C26H34O2/c1-6-20-16-18(4)22-21(7-2)17-26(8-3,25(5,23(20)22)24(27)28)15-14-19-12-10-9-11-13-19/h9-18,22-23H,6-8H2,1-5H3,(H,27,28)/b15-14+/t18-,22-,23+,25+,26+/m0/s1
• InChI Key: LCASYKMXJWDKDE-ZTLPFTFMSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₄O₂
• Molecular Weight: 378.50 g/mol
• Exact Mass: 378.255880323 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 6.20
• Atomic LogP (AlogP): 6.76
• H-Bond Acceptor: 1
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.7090	70.90%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.3734	37.34%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8425	84.25%
OATP1B3 inhibitior	+	0.8908	89.08%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9709	97.09%
P-glycoprotein inhibitior	-	0.4307	43.07%
P-glycoprotein substrate	-	0.6305	63.05%
CYP3A4 substrate	+	0.5525	55.25%
CYP2C9 substrate	-	0.8030	80.30%
CYP2D6 substrate	-	0.8673	86.73%
CYP3A4 inhibition	-	0.8180	81.80%
CYP2C9 inhibition	-	0.7310	73.10%
CYP2C19 inhibition	-	0.5371	53.71%
CYP2D6 inhibition	-	0.8999	89.99%
CYP1A2 inhibition	-	0.7418	74.18%
CYP2C8 inhibition	+	0.6090	60.90%
CYP inhibitory promiscuity	+	0.6896	68.96%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7913	79.13%
Carcinogenicity (trinary)	Non-required	0.5984	59.84%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.9710	97.10%
Skin irritation	+	0.5050	50.50%
Skin corrosion	-	0.9470	94.70%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8946	89.46%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	+	0.6155	61.55%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.5788	57.88%
Acute Oral Toxicity (c)	III	0.7065	70.65%
Estrogen receptor binding	+	0.7236	72.36%
Androgen receptor binding	+	0.5303	53.03%
Thyroid receptor binding	+	0.7166	71.66%
Glucocorticoid receptor binding	+	0.6948	69.48%
Aromatase binding	+	0.7801	78.01%
PPAR gamma	+	0.5433	54.33%
Honey bee toxicity	-	0.9057	90.57%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.92%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.56%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	94.23%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.18%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.81%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.23%	96.00%
CHEMBL2581	P07339	Cathepsin D	86.35%	98.95%
CHEMBL5028	O14672	ADAM10	83.22%	97.50%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.34%	95.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 11176401
• LOTUS: LTS0070193
• wikiData: Q105149728