[(2S,3S,4R,5R,6S,8S,10S,13R,14S,17R)-4-hydroxy-10,13,14-trimethyl-2,3-disulfooxy-17-[(2R)-5,6,6,7-tetramethyloct-7-en-2-yl]-1,2,3,4,5,6,7,8,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-6-yl] hydrogen sulfate

Details

• Internal ID: d5506976-082f-466f-ba3f-bf5b6209c49a
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Ergostane steroids
• IUPAC Name: [(2S,3S,4R,5R,6S,8S,10S,13R,14S,17R)-4-hydroxy-10,13,14-trimethyl-2,3-disulfooxy-17-[(2R)-5,6,6,7-tetramethyloct-7-en-2-yl]-1,2,3,4,5,6,7,8,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-6-yl] hydrogen sulfate
• SMILES (Canonical): CC(CCC(C)C(C)(C)C(=C)C)C1CCC2(C1(CC=C3C2CC(C4C3(CC(C(C4O)OS(=O)(=O)O)OS(=O)(=O)O)C)OS(=O)(=O)O)C)C
• SMILES (Isomeric): C[C@H](CCC(C)C(C)(C)C(=C)C)[C@H]1CC[C@@]2([C@@]1(CC=C3[C@H]2C[C@@H]([C@@H]4[C@@]3(C[C@@H]([C@H]([C@@H]4O)OS(=O)(=O)O)OS(=O)(=O)O)C)OS(=O)(=O)O)C)C
• InChI: InChI=1S/C32H54O13S3/c1-18(2)29(5,6)20(4)11-10-19(3)21-12-14-32(9)23-16-24(43-46(34,35)36)26-27(33)28(45-48(40,41)42)25(44-47(37,38)39)17-30(26,7)22(23)13-15-31(21,32)8/h13,19-21,23-28,33H,1,10-12,14-17H2,2-9H3,(H,34,35,36)(H,37,38,39)(H,40,41,42)/t19-,20?,21-,23-,24+,25+,26+,27-,28-,30-,31-,32+/m1/s1
• InChI Key: DETNYAODLCRBJF-PJLURTLWSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₅₄O₁₃S₃
• Molecular Weight: 743.00 g/mol
• Exact Mass: 742.27265529 g/mol
• Topological Polar Surface Area (TPSA): 236.00 Ų
• XlogP: 5.90
• Atomic LogP (AlogP): 5.36
• H-Bond Acceptor: 10
• H-Bond Donor: 4
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9615	96.15%
Caco-2	-	0.8450	84.50%
Blood Brain Barrier	+	0.8750	87.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.3860	38.60%
OATP2B1 inhibitior	-	0.7237	72.37%
OATP1B1 inhibitior	+	0.8690	86.90%
OATP1B3 inhibitior	+	0.9117	91.17%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.6461	64.61%
P-glycoprotein inhibitior	+	0.7443	74.43%
P-glycoprotein substrate	+	0.6626	66.26%
CYP3A4 substrate	+	0.6994	69.94%
CYP2C9 substrate	-	0.8128	81.28%
CYP2D6 substrate	-	0.7760	77.60%
CYP3A4 inhibition	-	0.9190	91.90%
CYP2C9 inhibition	-	0.7887	78.87%
CYP2C19 inhibition	-	0.7305	73.05%
CYP2D6 inhibition	-	0.8772	87.72%
CYP1A2 inhibition	-	0.7667	76.67%
CYP2C8 inhibition	+	0.5465	54.65%
CYP inhibitory promiscuity	-	0.6534	65.34%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	+	0.5500	55.00%
Carcinogenicity (trinary)	Non-required	0.6134	61.34%
Eye corrosion	-	0.9863	98.63%
Eye irritation	-	0.9130	91.30%
Skin irritation	-	0.7325	73.25%
Skin corrosion	-	0.8599	85.99%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4495	44.95%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	+	0.5041	50.41%
skin sensitisation	-	0.8150	81.50%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.7848	78.48%
Acute Oral Toxicity (c)	III	0.5880	58.80%
Estrogen receptor binding	+	0.7291	72.91%
Androgen receptor binding	+	0.7630	76.30%
Thyroid receptor binding	-	0.4947	49.47%
Glucocorticoid receptor binding	+	0.7335	73.35%
Aromatase binding	+	0.6596	65.96%
PPAR gamma	+	0.6906	69.06%
Honey bee toxicity	-	0.6262	62.62%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
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
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.74%	97.25%
CHEMBL2581	P07339	Cathepsin D	97.40%	98.95%
CHEMBL2179	P04062	Beta-glucocerebrosidase	97.31%	85.31%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.04%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.93%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.30%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.72%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.68%	96.77%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.68%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.97%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.71%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.19%	95.89%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	86.82%	96.90%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.36%	92.94%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	85.43%	97.21%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	85.22%	91.03%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.84%	93.56%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	83.26%	94.08%
CHEMBL221	P23219	Cyclooxygenase-1	82.52%	90.17%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.32%	100.00%
CHEMBL4588	P22894	Matrix metalloproteinase 8	82.00%	94.66%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	81.07%	94.97%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.93%	97.14%
CHEMBL226	P30542	Adenosine A1 receptor	80.88%	95.93%
CHEMBL1937	Q92769	Histone deacetylase 2	80.75%	94.75%
CHEMBL340	P08684	Cytochrome P450 3A4	80.61%	91.19%
CHEMBL284	P27487	Dipeptidyl peptidase IV	80.59%	95.69%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.13%	94.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 24970974
• LOTUS: LTS0224522
• wikiData: Q104977521