(1R,3aS,5aR,6S,8aR,10aR)-6-acetyl-1,3a,5a,8a-tetramethyl-2,3,4,5,6,7,8,9,10,10a-decahydroindeno[5,4-e]indene-1-carboxylic acid

Details

• Internal ID: 974cf93c-ac01-40bc-943f-82a73dbad004
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Androstane steroids
• IUPAC Name: (1R,3aS,5aR,6S,8aR,10aR)-6-acetyl-1,3a,5a,8a-tetramethyl-2,3,4,5,6,7,8,9,10,10a-decahydroindeno[5,4-e]indene-1-carboxylic acid
• SMILES (Canonical): CC(=O)C1CCC2(C1(CCC3=C2CCC4C3(CCC4(C)C(=O)O)C)C)C
• SMILES (Isomeric): CC(=O)[C@H]1CC[C@@]2([C@@]1(CCC3=C2CC[C@@H]4[C@@]3(CC[C@@]4(C)C(=O)O)C)C)C
• InChI: InChI=1S/C23H34O3/c1-14(24)15-8-10-23(5)17-6-7-18-20(2,12-13-21(18,3)19(25)26)16(17)9-11-22(15,23)4/h15,18H,6-13H2,1-5H3,(H,25,26)/t15-,18-,20-,21-,22-,23+/m1/s1
• InChI Key: KVWCRPCDFBQMJT-JTEGXVORSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₄O₃
• Molecular Weight: 358.50 g/mol
• Exact Mass: 358.25079494 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 5.39
• 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	+	0.9957	99.57%
Caco-2	+	0.7628	76.28%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7751	77.51%
OATP2B1 inhibitior	-	0.8636	86.36%
OATP1B1 inhibitior	+	0.8198	81.98%
OATP1B3 inhibitior	+	0.7879	78.79%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	+	0.7000	70.00%
BSEP inhibitior	+	0.8642	86.42%
P-glycoprotein inhibitior	-	0.5872	58.72%
P-glycoprotein substrate	-	0.8388	83.88%
CYP3A4 substrate	+	0.6067	60.67%
CYP2C9 substrate	-	0.6106	61.06%
CYP2D6 substrate	-	0.8683	86.83%
CYP3A4 inhibition	-	0.8557	85.57%
CYP2C9 inhibition	-	0.6705	67.05%
CYP2C19 inhibition	-	0.7395	73.95%
CYP2D6 inhibition	-	0.9460	94.60%
CYP1A2 inhibition	-	0.6997	69.97%
CYP2C8 inhibition	+	0.4632	46.32%
CYP inhibitory promiscuity	-	0.8212	82.12%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.5443	54.43%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.7799	77.99%
Skin irritation	+	0.5397	53.97%
Skin corrosion	-	0.9682	96.82%
Ames mutagenesis	-	0.7254	72.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5270	52.70%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.5448	54.48%
skin sensitisation	+	0.6301	63.01%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.7653	76.53%
Acute Oral Toxicity (c)	III	0.6247	62.47%
Estrogen receptor binding	+	0.7544	75.44%
Androgen receptor binding	+	0.6445	64.45%
Thyroid receptor binding	+	0.7203	72.03%
Glucocorticoid receptor binding	+	0.8133	81.33%
Aromatase binding	+	0.7316	73.16%
PPAR gamma	+	0.5643	56.43%
Honey bee toxicity	-	0.8969	89.69%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
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	92.46%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.75%	91.11%
CHEMBL2581	P07339	Cathepsin D	86.06%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.00%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	83.21%	90.17%
CHEMBL340	P08684	Cytochrome P450 3A4	82.74%	91.19%
CHEMBL5028	O14672	ADAM10	80.88%	97.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.78%	95.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162925437
• LOTUS: LTS0048160
• wikiData: Q105146763