[(3S,5R,6R,8R,9S,10R,13R,14S,15S,17R)-3,5,6-trihydroxy-10,13-dimethyl-17-[(2R,6S)-6-methyl-7-[(2R,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyheptan-2-yl]-1,2,3,4,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-15-yl] sulfate

Details

• Internal ID: 3e469f8c-7d53-4988-baad-6837bd05929e
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [(3S,5R,6R,8R,9S,10R,13R,14S,15S,17R)-3,5,6-trihydroxy-10,13-dimethyl-17-[(2R,6S)-6-methyl-7-[(2R,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyheptan-2-yl]-1,2,3,4,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-15-yl] sulfate
• SMILES (Canonical): CC(CCCC(C)C1CC(C2C1(CCC3C2CC(C4(C3(CCC(C4)O)C)O)O)C)OS(=O)(=O)[O-])COC5C(C(C(CO5)O)O)O
• SMILES (Isomeric): C[C@@H](CCC[C@@H](C)[C@H]1C[C@@H]([C@@H]2[C@@]1(CC[C@H]3[C@H]2C[C@H]([C@@]4([C@@]3(CC[C@@H](C4)O)C)O)O)C)OS(=O)(=O)[O-])CO[C@H]5[C@@H]([C@H]([C@@H](CO5)O)O)O
• InChI: InChI=1S/C32H56O12S/c1-17(15-42-29-28(37)27(36)23(34)16-43-29)6-5-7-18(2)22-13-24(44-45(39,40)41)26-20-12-25(35)32(38)14-19(33)8-11-31(32,4)21(20)9-10-30(22,26)3/h17-29,33-38H,5-16H2,1-4H3,(H,39,40,41)/p-1/t17-,18+,19-,20+,21-,22+,23+,24-,25+,26+,27-,28+,29+,30+,31+,32-/m0/s1
• InChI Key: YOZNQUBQEGDRRR-PGOVKOECSA-M
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₅₅O₁₂S-
• Molecular Weight: 663.80 g/mol
• Exact Mass: 663.34142336 g/mol
• Topological Polar Surface Area (TPSA): 215.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 1.45
• H-Bond Acceptor: 12
• H-Bond Donor: 6
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5626	56.26%
Caco-2	-	0.8648	86.48%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Lysosomes	0.4514	45.14%
OATP2B1 inhibitior	-	0.5773	57.73%
OATP1B1 inhibitior	+	0.8524	85.24%
OATP1B3 inhibitior	+	0.9278	92.78%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.5380	53.80%
P-glycoprotein inhibitior	+	0.6905	69.05%
P-glycoprotein substrate	+	0.7164	71.64%
CYP3A4 substrate	+	0.7600	76.00%
CYP2C9 substrate	-	0.8014	80.14%
CYP2D6 substrate	-	0.8443	84.43%
CYP3A4 inhibition	-	0.9120	91.20%
CYP2C9 inhibition	-	0.8116	81.16%
CYP2C19 inhibition	-	0.7397	73.97%
CYP2D6 inhibition	-	0.8881	88.81%
CYP1A2 inhibition	-	0.7553	75.53%
CYP2C8 inhibition	+	0.6435	64.35%
CYP inhibitory promiscuity	-	0.9569	95.69%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.6000	60.00%
Carcinogenicity (trinary)	Non-required	0.6188	61.88%
Eye corrosion	-	0.9723	97.23%
Eye irritation	-	0.9256	92.56%
Skin irritation	-	0.7673	76.73%
Skin corrosion	-	0.9054	90.54%
Ames mutagenesis	-	0.5037	50.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.6753	67.53%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	-	0.5834	58.34%
skin sensitisation	-	0.8593	85.93%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.8976	89.76%
Acute Oral Toxicity (c)	III	0.5739	57.39%
Estrogen receptor binding	+	0.7106	71.06%
Androgen receptor binding	+	0.7409	74.09%
Thyroid receptor binding	-	0.6126	61.26%
Glucocorticoid receptor binding	+	0.5970	59.70%
Aromatase binding	+	0.5922	59.22%
PPAR gamma	+	0.6018	60.18%
Honey bee toxicity	-	0.6588	65.88%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.5045	50.45%
Fish aquatic toxicity	+	0.9710	97.10%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.89%	96.09%
CHEMBL4302	P08183	P-glycoprotein 1	98.23%	92.98%
CHEMBL226	P30542	Adenosine A1 receptor	97.91%	95.93%
CHEMBL2179	P04062	Beta-glucocerebrosidase	97.55%	85.31%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	96.75%	96.77%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.68%	97.25%
CHEMBL2581	P07339	Cathepsin D	93.25%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.08%	100.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	92.97%	96.38%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.58%	97.09%
CHEMBL4581	P52732	Kinesin-like protein 1	92.32%	93.18%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	91.31%	92.86%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	91.16%	95.71%
CHEMBL1937	Q92769	Histone deacetylase 2	90.91%	94.75%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	90.88%	89.05%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.54%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.07%	95.56%
CHEMBL4588	P22894	Matrix metalloproteinase 8	88.00%	94.66%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	87.95%	99.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.63%	90.71%
CHEMBL2094135	Q96BI3	Gamma-secretase	87.60%	98.05%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.98%	91.11%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	86.78%	96.90%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.42%	85.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.25%	96.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.21%	97.14%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	86.17%	95.00%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	85.68%	95.58%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.20%	82.69%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.03%	94.33%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.00%	96.47%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.70%	95.50%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.11%	92.94%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.18%	93.56%
CHEMBL5203	P33316	dUTP pyrophosphatase	83.10%	99.18%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	82.99%	100.00%
CHEMBL1871	P10275	Androgen Receptor	82.97%	96.43%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	82.68%	96.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.37%	89.00%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	81.86%	92.78%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	81.75%	96.00%
CHEMBL2514	O95665	Neurotensin receptor 2	81.68%	100.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.66%	95.83%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	81.36%	82.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.01%	95.89%
CHEMBL1795117	Q8TEK3	Histone-lysine N-methyltransferase, H3 lysine-79 specific	80.77%	93.56%
CHEMBL5255	O00206	Toll-like receptor 4	80.60%	92.50%
CHEMBL4105786	P41182	B-cell lymphoma 6 protein	80.50%	92.86%

Plants that contains it

• Lippia origanoides

Cross-Links

• PubChem: 21634648
• NPASS: NPC5716