[(3S,4R,8R,9S,10R,13S)-17-[(1S)-1-(dimethylamino)ethyl]-10,13-dimethyl-3-(3-methylbut-2-enoylamino)-2,3,4,5,6,7,8,9,11,12,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-4-yl] acetate

Details

• Internal ID: f7fde78f-3995-4589-902a-564bf37b4cbb
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Oxosteroids > 16-oxosteroids
• IUPAC Name: [(3S,4R,8R,9S,10R,13S)-17-[(1S)-1-(dimethylamino)ethyl]-10,13-dimethyl-3-(3-methylbut-2-enoylamino)-2,3,4,5,6,7,8,9,11,12,14,15-dodecahydro-1H-cyclopenta[a]phenanthren-4-yl] acetate
• SMILES (Canonical): CC(C1=CCC2C1(CCC3C2CCC4C3(CCC(C4OC(=O)C)NC(=O)C=C(C)C)C)C)N(C)C
• SMILES (Isomeric): C[C@@H](C1=CCC2[C@@]1(CC[C@H]3[C@H]2CCC4[C@@]3(CC[C@@H]([C@@H]4OC(=O)C)NC(=O)C=C(C)C)C)C)N(C)C
• InChI: InChI=1S/C30H48N2O3/c1-18(2)17-27(34)31-26-14-16-30(6)24-13-15-29(5)22(19(3)32(7)8)11-12-23(29)21(24)9-10-25(30)28(26)35-20(4)33/h11,17,19,21,23-26,28H,9-10,12-16H2,1-8H3,(H,31,34)/t19-,21-,23?,24-,25?,26-,28+,29+,30+/m0/s1
• InChI Key: SYWAOYCXRQDRLP-VLNZMSLLSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₈N₂O₃
• Molecular Weight: 484.70 g/mol
• Exact Mass: 484.36649340 g/mol
• Topological Polar Surface Area (TPSA): 58.60 Ų
• XlogP: 6.00
• Atomic LogP (AlogP): 5.51
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9843	98.43%
Caco-2	-	0.6465	64.65%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6316	63.16%
OATP2B1 inhibitior	-	0.8628	86.28%
OATP1B1 inhibitior	+	0.8482	84.82%
OATP1B3 inhibitior	+	0.9248	92.48%
MATE1 inhibitior	+	0.5128	51.28%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9649	96.49%
P-glycoprotein inhibitior	+	0.7457	74.57%
P-glycoprotein substrate	-	0.5331	53.31%
CYP3A4 substrate	+	0.7306	73.06%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8206	82.06%
CYP3A4 inhibition	-	0.6525	65.25%
CYP2C9 inhibition	+	0.5000	50.00%
CYP2C19 inhibition	-	0.5782	57.82%
CYP2D6 inhibition	-	0.8743	87.43%
CYP1A2 inhibition	-	0.7558	75.58%
CYP2C8 inhibition	-	0.6530	65.30%
CYP inhibitory promiscuity	+	0.5285	52.85%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5865	58.65%
Eye corrosion	-	0.9875	98.75%
Eye irritation	-	0.9684	96.84%
Skin irritation	-	0.7380	73.80%
Skin corrosion	-	0.9085	90.85%
Ames mutagenesis	-	0.6674	66.74%
Human Ether-a-go-go-Related Gene inhibition	+	0.8903	89.03%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	+	0.7767	77.67%
skin sensitisation	-	0.8481	84.81%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.7188	71.88%
Acute Oral Toxicity (c)	III	0.5551	55.51%
Estrogen receptor binding	+	0.8156	81.56%
Androgen receptor binding	+	0.7578	75.78%
Thyroid receptor binding	+	0.6455	64.55%
Glucocorticoid receptor binding	+	0.7749	77.49%
Aromatase binding	+	0.7504	75.04%
PPAR gamma	+	0.7160	71.60%
Honey bee toxicity	-	0.6008	60.08%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9928	99.28%

Targets

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL220	P22303	Acetylcholinesterase	5248.07 nM	IC50	PMID: 950643

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.47%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.25%	94.45%
CHEMBL2581	P07339	Cathepsin D	94.16%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.88%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.72%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	90.43%	91.19%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.42%	95.89%
CHEMBL2179	P04062	Beta-glucocerebrosidase	89.07%	85.31%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	87.89%	91.03%
CHEMBL204	P00734	Thrombin	87.88%	96.01%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.73%	95.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.72%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.00%	97.14%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.60%	93.56%
CHEMBL5028	O14672	ADAM10	85.32%	97.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.08%	94.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.15%	95.89%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.42%	93.03%

Plants that contains it

• Blechnum vulcanicum
• Sarcococca saligna
• Silene brahuica
• Silene longicalycina
• Silene viridiflora

Cross-Links

• PubChem: 44358273
• NPASS: NPC469968
• ChEMBL: CHEMBL139630
• LOTUS: LTS0049497
• wikiData: Q104968411