[(2S,3S,5S,6S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-2,3-disulfooxy-17-[(E,2R)-5,6,6,7-tetramethyloct-4-en-2-yl]-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-6-yl] hydrogen sulfate

Details

• Internal ID: b3a9c30e-99ce-490e-8e23-86bc6453b50b
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Ergostane steroids
• IUPAC Name: [(2S,3S,5S,6S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-2,3-disulfooxy-17-[(E,2R)-5,6,6,7-tetramethyloct-4-en-2-yl]-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-6-yl] hydrogen sulfate
• SMILES (Canonical): CC(C)C(C)(C)C(=CCC(C)C1CCC2C1(CCC3C2CC(C4C3(CC(C(C4)OS(=O)(=O)O)OS(=O)(=O)O)C)OS(=O)(=O)O)C)C
• SMILES (Isomeric): C[C@H](C/C=C(\C)/C(C)(C)C(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2C[C@@H]([C@@H]4[C@@]3(C[C@@H]([C@H](C4)OS(=O)(=O)O)OS(=O)(=O)O)C)OS(=O)(=O)O)C
• InChI: InChI=1S/C31H54O12S3/c1-18(2)29(5,6)20(4)10-9-19(3)22-11-12-23-21-15-26(41-44(32,33)34)25-16-27(42-45(35,36)37)28(43-46(38,39)40)17-31(25,8)24(21)13-14-30(22,23)7/h10,18-19,21-28H,9,11-17H2,1-8H3,(H,32,33,34)(H,35,36,37)(H,38,39,40)/b20-10+/t19-,21+,22-,23+,24+,25-,26+,27+,28+,30-,31-/m1/s1
• InChI Key: XXSWYTSITMIFFJ-RSRLLJISSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₅₄O₁₂S₃
• Molecular Weight: 715.00 g/mol
• Exact Mass: 714.27774067 g/mol
• Topological Polar Surface Area (TPSA): 216.00 Ų
• XlogP: 7.00
• Atomic LogP (AlogP): 6.08
• H-Bond Acceptor: 9
• H-Bond Donor: 3
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9612	96.12%
Caco-2	-	0.8352	83.52%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.4236	42.36%
OATP2B1 inhibitior	-	0.7197	71.97%
OATP1B1 inhibitior	+	0.8708	87.08%
OATP1B3 inhibitior	+	0.9091	90.91%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.7997	79.97%
P-glycoprotein inhibitior	+	0.7628	76.28%
P-glycoprotein substrate	-	0.5054	50.54%
CYP3A4 substrate	+	0.7278	72.78%
CYP2C9 substrate	-	0.7939	79.39%
CYP2D6 substrate	-	0.7902	79.02%
CYP3A4 inhibition	-	0.9233	92.33%
CYP2C9 inhibition	-	0.8162	81.62%
CYP2C19 inhibition	-	0.7592	75.92%
CYP2D6 inhibition	-	0.8809	88.09%
CYP1A2 inhibition	-	0.8077	80.77%
CYP2C8 inhibition	-	0.5628	56.28%
CYP inhibitory promiscuity	-	0.5893	58.93%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	+	0.5600	56.00%
Carcinogenicity (trinary)	Non-required	0.6285	62.85%
Eye corrosion	-	0.9857	98.57%
Eye irritation	-	0.9207	92.07%
Skin irritation	-	0.7299	72.99%
Skin corrosion	-	0.8257	82.57%
Ames mutagenesis	-	0.6928	69.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.3928	39.28%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	-	0.6594	65.94%
skin sensitisation	-	0.7967	79.67%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.8790	87.90%
Acute Oral Toxicity (c)	III	0.6030	60.30%
Estrogen receptor binding	+	0.7172	71.72%
Androgen receptor binding	+	0.7146	71.46%
Thyroid receptor binding	-	0.4879	48.79%
Glucocorticoid receptor binding	+	0.7400	74.00%
Aromatase binding	+	0.6303	63.03%
PPAR gamma	+	0.6754	67.54%
Honey bee toxicity	-	0.6367	63.67%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
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
CHEMBL284	P27487	Dipeptidyl peptidase IV	99.17%	95.69%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.50%	97.25%
CHEMBL2179	P04062	Beta-glucocerebrosidase	98.46%	85.31%
CHEMBL240	Q12809	HERG	96.72%	89.76%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.69%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.62%	94.45%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	94.44%	92.68%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	90.46%	91.03%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.44%	100.00%
CHEMBL2581	P07339	Cathepsin D	90.12%	98.95%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.81%	96.95%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	89.59%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.93%	97.09%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	88.17%	92.88%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	87.96%	96.38%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.60%	97.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.45%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.72%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.24%	95.56%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.13%	93.04%
CHEMBL226	P30542	Adenosine A1 receptor	84.80%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.75%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.31%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.18%	95.50%
CHEMBL5600	P27448	Serine/threonine-protein kinase c-TAK1	83.02%	88.81%
CHEMBL1937	Q92769	Histone deacetylase 2	82.88%	94.75%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.62%	82.69%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.27%	93.56%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	82.27%	100.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.95%	100.00%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	81.89%	96.25%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.82%	94.33%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.05%	98.75%
CHEMBL1871	P10275	Androgen Receptor	80.73%	96.43%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 6602309
• LOTUS: LTS0129891
• wikiData: Q104253285