1-[(1S,3S,6S,11S,12S,16S)-7,7,12,16-tetramethyl-6-(methylamino)-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadeca-8,14-dienyl]ethanone

Details

• Internal ID: 05811301-6784-43ab-9fe5-f142f08bcf50
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Oxosteroids > 20-oxosteroids
• IUPAC Name: 1-[(1S,3S,6S,11S,12S,16S)-7,7,12,16-tetramethyl-6-(methylamino)-15-pentacyclo[9.7.0.01,3.03,8.012,16]octadeca-8,14-dienyl]ethanone
• SMILES (Canonical): CC(=O)C1=CCC2(C1(CCC34C2CC=C5C3(C4)CCC(C5(C)C)NC)C)C
• SMILES (Isomeric): CC(=O)C1=CC[C@@]2([C@@]1(CC[C@]34[C@H]2CC=C5[C@]3(C4)CC[C@@H](C5(C)C)NC)C)C
• InChI: InChI=1S/C25H37NO/c1-16(27)17-9-11-23(5)19-8-7-18-21(2,3)20(26-6)10-12-24(18)15-25(19,24)14-13-22(17,23)4/h7,9,19-20,26H,8,10-15H2,1-6H3/t19-,20-,22+,23-,24+,25-/m0/s1
• InChI Key: LUSKLCMHXMKJNA-AHBHKRADSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₇NO
• Molecular Weight: 367.60 g/mol
• Exact Mass: 367.287514804 g/mol
• Topological Polar Surface Area (TPSA): 29.10 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 5.44
• 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	+	0.9974	99.74%
Caco-2	+	0.6725	67.25%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Lysosomes	0.4804	48.04%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8820	88.20%
OATP1B3 inhibitior	+	0.9445	94.45%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.7455	74.55%
P-glycoprotein inhibitior	-	0.4944	49.44%
P-glycoprotein substrate	-	0.5599	55.99%
CYP3A4 substrate	+	0.6378	63.78%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8003	80.03%
CYP3A4 inhibition	-	0.8129	81.29%
CYP2C9 inhibition	-	0.6265	62.65%
CYP2C19 inhibition	-	0.6512	65.12%
CYP2D6 inhibition	-	0.8437	84.37%
CYP1A2 inhibition	-	0.7857	78.57%
CYP2C8 inhibition	+	0.4518	45.18%
CYP inhibitory promiscuity	+	0.6865	68.65%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8100	81.00%
Carcinogenicity (trinary)	Non-required	0.6055	60.55%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.9399	93.99%
Skin irritation	-	0.6621	66.21%
Skin corrosion	-	0.8869	88.69%
Ames mutagenesis	-	0.7319	73.19%
Human Ether-a-go-go-Related Gene inhibition	+	0.7043	70.43%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	-	0.6621	66.21%
skin sensitisation	-	0.6765	67.65%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.5224	52.24%
Acute Oral Toxicity (c)	III	0.5619	56.19%
Estrogen receptor binding	+	0.7915	79.15%
Androgen receptor binding	+	0.7521	75.21%
Thyroid receptor binding	+	0.8379	83.79%
Glucocorticoid receptor binding	+	0.6457	64.57%
Aromatase binding	+	0.7276	72.76%
PPAR gamma	+	0.6780	67.80%
Honey bee toxicity	-	0.8505	85.05%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9844	98.44%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.82%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.46%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.31%	97.25%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.16%	96.95%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	85.21%	85.30%
CHEMBL2581	P07339	Cathepsin D	85.02%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	82.51%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.79%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	80.35%	90.17%

Plants that contains it

• Buxus balearica

Cross-Links

• PubChem: 162998789
• LOTUS: LTS0172461
• wikiData: Q105157612