methyl (2S,6R)-2-methyl-3-methylidene-6-[(4S,5R,10S,13R,14R,17R)-4,10,13-trimethyl-3,11-dioxo-2,4,5,6,7,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]heptanoate

Details

• Internal ID: d433db41-7387-432d-847e-51e2dda78ed1
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Ergostane steroids > Ergosterols and derivatives
• IUPAC Name: methyl (2S,6R)-2-methyl-3-methylidene-6-[(4S,5R,10S,13R,14R,17R)-4,10,13-trimethyl-3,11-dioxo-2,4,5,6,7,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]heptanoate
• SMILES (Canonical): CC1C2CCC3=C(C2(CCC1=O)C)C(=O)CC4(C3CCC4C(C)CCC(=C)C(C)C(=O)OC)C
• SMILES (Isomeric): C[C@H]1[C@H]2CCC3=C([C@]2(CCC1=O)C)C(=O)C[C@]4([C@H]3CC[C@@H]4[C@H](C)CCC(=C)[C@H](C)C(=O)OC)C
• InChI: InChI=1S/C30H44O4/c1-17(19(3)28(33)34-7)8-9-18(2)22-12-13-24-21-10-11-23-20(4)25(31)14-15-29(23,5)27(21)26(32)16-30(22,24)6/h18-20,22-24H,1,8-16H2,2-7H3/t18-,19+,20+,22-,23-,24+,29+,30-/m1/s1
• InChI Key: JVQOVXPSHOWVQH-UHVJJCACSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₄O₄
• Molecular Weight: 468.70 g/mol
• Exact Mass: 468.32395988 g/mol
• Topological Polar Surface Area (TPSA): 60.40 Ų
• XlogP: 6.50
• Atomic LogP (AlogP): 6.49
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9941	99.41%
Caco-2	-	0.5503	55.03%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7611	76.11%
OATP2B1 inhibitior	-	0.7188	71.88%
OATP1B1 inhibitior	+	0.8451	84.51%
OATP1B3 inhibitior	-	0.2544	25.44%
MATE1 inhibitior	+	0.7800	78.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9032	90.32%
P-glycoprotein inhibitior	+	0.7466	74.66%
P-glycoprotein substrate	-	0.6764	67.64%
CYP3A4 substrate	+	0.7172	71.72%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9075	90.75%
CYP3A4 inhibition	-	0.7046	70.46%
CYP2C9 inhibition	-	0.8539	85.39%
CYP2C19 inhibition	-	0.8499	84.99%
CYP2D6 inhibition	-	0.9589	95.89%
CYP1A2 inhibition	-	0.8884	88.84%
CYP2C8 inhibition	-	0.5811	58.11%
CYP inhibitory promiscuity	-	0.8273	82.73%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9620	96.20%
Carcinogenicity (trinary)	Non-required	0.6574	65.74%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.9109	91.09%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9703	97.03%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4035	40.35%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	-	0.5544	55.44%
skin sensitisation	-	0.7936	79.36%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.7167	71.67%
Acute Oral Toxicity (c)	III	0.8403	84.03%
Estrogen receptor binding	+	0.7869	78.69%
Androgen receptor binding	+	0.7709	77.09%
Thyroid receptor binding	+	0.6050	60.50%
Glucocorticoid receptor binding	+	0.8065	80.65%
Aromatase binding	+	0.6456	64.56%
PPAR gamma	+	0.5393	53.93%
Honey bee toxicity	-	0.6975	69.75%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6138	61.38%
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
CHEMBL4072	P07858	Cathepsin B	98.98%	93.67%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.81%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.13%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.07%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	94.72%	90.17%
CHEMBL2581	P07339	Cathepsin D	93.20%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.84%	94.45%
CHEMBL299	P17252	Protein kinase C alpha	90.55%	98.03%
CHEMBL340	P08684	Cytochrome P450 3A4	90.21%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.61%	97.09%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	89.14%	91.07%
CHEMBL2996	Q05655	Protein kinase C delta	88.81%	97.79%
CHEMBL3437	Q16853	Amine oxidase, copper containing	88.40%	94.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.04%	92.62%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.70%	96.77%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.95%	96.61%
CHEMBL301	P24941	Cyclin-dependent kinase 2	85.63%	91.23%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	84.92%	91.24%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.51%	94.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.23%	95.89%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	84.23%	95.71%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.49%	96.90%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.37%	90.71%
CHEMBL5028	O14672	ADAM10	82.19%	97.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.12%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.61%	99.23%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.15%	93.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.11%	82.69%
CHEMBL5255	O00206	Toll-like receptor 4	80.93%	92.50%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.72%	96.47%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.65%	95.56%
CHEMBL3055	P50613	Cyclin-dependent kinase 7	80.64%	81.88%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.56%	95.71%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.47%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162901405
• LOTUS: LTS0044091
• wikiData: Q105135907