[(2S,3S,6S,10R,13R,17R)-10,13-dimethyl-2,3-disulfooxy-17-[(2R)-5,6,6-trimethylheptan-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: afce127a-552e-4db2-b5a6-e773126ddacd
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Ergostane steroids
• IUPAC Name: [(2S,3S,6S,10R,13R,17R)-10,13-dimethyl-2,3-disulfooxy-17-[(2R)-5,6,6-trimethylheptan-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(CCC(C)C(C)(C)C)C1CCC2C1(CCC3C2CC(C4C3(CC(C(C4)OS(=O)(=O)O)OS(=O)(=O)O)C)OS(=O)(=O)O)C
• SMILES (Isomeric): C[C@H](CCC(C)C(C)(C)C)[C@H]1CCC2[C@@]1(CCC3C2C[C@@H](C4[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/C29H52O12S3/c1-17(8-9-18(2)27(3,4)5)20-10-11-21-19-14-24(39-42(30,31)32)23-15-25(40-43(33,34)35)26(41-44(36,37)38)16-29(23,7)22(19)12-13-28(20,21)6/h17-26H,8-16H2,1-7H3,(H,30,31,32)(H,33,34,35)(H,36,37,38)/t17-,18?,19?,20-,21?,22?,23?,24+,25+,26+,28-,29-/m1/s1
• InChI Key: UYXOPBYFUWYADH-HAKGAQMBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₅₂O₁₂S₃
• Molecular Weight: 688.90 g/mol
• Exact Mass: 688.26209061 g/mol
• Topological Polar Surface Area (TPSA): 216.00 Ų
• XlogP: 6.50
• Atomic LogP (AlogP): 5.53
• H-Bond Acceptor: 9
• H-Bond Donor: 3
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9393	93.93%
Caco-2	-	0.8360	83.60%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.4495	44.95%
OATP2B1 inhibitior	-	0.5701	57.01%
OATP1B1 inhibitior	+	0.8769	87.69%
OATP1B3 inhibitior	+	0.9019	90.19%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.6890	68.90%
P-glycoprotein inhibitior	+	0.7239	72.39%
P-glycoprotein substrate	-	0.5536	55.36%
CYP3A4 substrate	+	0.7358	73.58%
CYP2C9 substrate	-	0.8037	80.37%
CYP2D6 substrate	-	0.7757	77.57%
CYP3A4 inhibition	-	0.9445	94.45%
CYP2C9 inhibition	-	0.8664	86.64%
CYP2C19 inhibition	-	0.7902	79.02%
CYP2D6 inhibition	-	0.9071	90.71%
CYP1A2 inhibition	-	0.8295	82.95%
CYP2C8 inhibition	-	0.7153	71.53%
CYP inhibitory promiscuity	-	0.7870	78.70%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	+	0.5761	57.61%
Carcinogenicity (trinary)	Non-required	0.6496	64.96%
Eye corrosion	-	0.9398	93.98%
Eye irritation	-	0.9157	91.57%
Skin irritation	-	0.7333	73.33%
Skin corrosion	-	0.7319	73.19%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3978	39.78%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	-	0.6729	67.29%
skin sensitisation	-	0.7979	79.79%
Respiratory toxicity	+	0.8444	84.44%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.8782	87.82%
Acute Oral Toxicity (c)	III	0.6364	63.64%
Estrogen receptor binding	+	0.6903	69.03%
Androgen receptor binding	+	0.7046	70.46%
Thyroid receptor binding	-	0.4898	48.98%
Glucocorticoid receptor binding	+	0.6982	69.82%
Aromatase binding	+	0.6130	61.30%
PPAR gamma	+	0.6511	65.11%
Honey bee toxicity	-	0.6003	60.03%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9946	99.46%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.45%	97.25%
CHEMBL2179	P04062	Beta-glucocerebrosidase	96.84%	85.31%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	95.04%	96.38%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.70%	96.09%
CHEMBL284	P27487	Dipeptidyl peptidase IV	92.88%	95.69%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.99%	94.45%
CHEMBL226	P30542	Adenosine A1 receptor	91.32%	95.93%
CHEMBL2581	P07339	Cathepsin D	91.14%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.68%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.88%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.43%	100.00%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	88.27%	92.88%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.14%	97.14%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	87.71%	99.17%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	87.44%	93.04%
CHEMBL1871	P10275	Androgen Receptor	87.32%	96.43%
CHEMBL4581	P52732	Kinesin-like protein 1	85.66%	93.18%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	85.57%	91.03%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.28%	82.69%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.06%	93.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.58%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.47%	96.77%
CHEMBL3921	Q9Y251	Heparanase	83.61%	94.00%
CHEMBL4588	P22894	Matrix metalloproteinase 8	83.43%	94.66%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	82.15%	96.25%
CHEMBL2094135	Q96BI3	Gamma-secretase	81.77%	98.05%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.70%	95.56%
CHEMBL240	Q12809	HERG	81.64%	89.76%
CHEMBL4105786	P41182	B-cell lymphoma 6 protein	81.27%	92.86%
CHEMBL5600	P27448	Serine/threonine-protein kinase c-TAK1	80.97%	88.81%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.86%	94.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.80%	95.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 5352064
• LOTUS: LTS0201019
• wikiData: Q105282027