[(2S,3S,4R,5S)-2-[[(3R,3aR,4S,5aR,5bR,7aR,9S,11aR,11bR,13R,13aR,13bR)-3-acetyl-4,13-dihydroxy-3,5a,5b,8,8,11a,13b-heptamethyl-2,3a,4,5,6,7,7a,9,10,11,11b,12,13,13a-tetradecahydro-1H-cyclopenta[a]chrysen-9-yl]oxy]-3,5-dihydroxyoxan-4-yl] hydrogen sulfate

Details

• Internal ID: 9eb21b10-6464-45fa-9863-7bad20b0a90f
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [(2S,3S,4R,5S)-2-[[(3R,3aR,4S,5aR,5bR,7aR,9S,11aR,11bR,13R,13aR,13bR)-3-acetyl-4,13-dihydroxy-3,5a,5b,8,8,11a,13b-heptamethyl-2,3a,4,5,6,7,7a,9,10,11,11b,12,13,13a-tetradecahydro-1H-cyclopenta[a]chrysen-9-yl]oxy]-3,5-dihydroxyoxan-4-yl] hydrogen sulfate
• SMILES (Canonical): CC(=O)C1(CCC2(C1C(CC3(C2C(CC4C3(CCC5C4(CCC(C5(C)C)OC6C(C(C(CO6)O)OS(=O)(=O)O)O)C)C)O)C)O)C)C
• SMILES (Isomeric): CC(=O)[C@@]1(CC[C@]2([C@H]1[C@H](C[C@@]3([C@@H]2[C@@H](C[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)O[C@H]6[C@H]([C@@H]([C@H](CO6)O)OS(=O)(=O)O)O)C)C)O)C)O)C)C
• InChI: InChI=1S/C35H58O11S/c1-18(36)31(4)13-14-33(6)27(31)20(38)16-35(8)28(33)19(37)15-23-32(5)11-10-24(30(2,3)22(32)9-12-34(23,35)7)45-29-25(40)26(21(39)17-44-29)46-47(41,42)43/h19-29,37-40H,9-17H2,1-8H3,(H,41,42,43)/t19-,20+,21+,22+,23-,24+,25+,26-,27+,28-,29+,31+,32+,33+,34-,35-/m1/s1
• InChI Key: JSYXOTDTFUFIKN-BCJRUFEWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₅₈O₁₁S
• Molecular Weight: 686.90 g/mol
• Exact Mass: 686.36998384 g/mol
• Topological Polar Surface Area (TPSA): 188.00 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.66
• H-Bond Acceptor: 10
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8428	84.28%
Caco-2	-	0.8637	86.37%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.4831	48.31%
OATP2B1 inhibitior	-	0.7200	72.00%
OATP1B1 inhibitior	+	0.8034	80.34%
OATP1B3 inhibitior	+	0.9223	92.23%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.5353	53.53%
P-glycoprotein inhibitior	+	0.7458	74.58%
P-glycoprotein substrate	-	0.5421	54.21%
CYP3A4 substrate	+	0.7449	74.49%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8428	84.28%
CYP3A4 inhibition	-	0.9135	91.35%
CYP2C9 inhibition	-	0.8295	82.95%
CYP2C19 inhibition	-	0.7781	77.81%
CYP2D6 inhibition	-	0.8902	89.02%
CYP1A2 inhibition	-	0.7652	76.52%
CYP2C8 inhibition	+	0.5605	56.05%
CYP inhibitory promiscuity	-	0.9404	94.04%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.5900	59.00%
Carcinogenicity (trinary)	Non-required	0.6175	61.75%
Eye corrosion	-	0.9579	95.79%
Eye irritation	-	0.9141	91.41%
Skin irritation	-	0.7604	76.04%
Skin corrosion	-	0.8651	86.51%
Ames mutagenesis	-	0.6554	65.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4064	40.64%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.8473	84.73%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.8759	87.59%
Acute Oral Toxicity (c)	III	0.5932	59.32%
Estrogen receptor binding	+	0.6102	61.02%
Androgen receptor binding	+	0.7355	73.55%
Thyroid receptor binding	-	0.5963	59.63%
Glucocorticoid receptor binding	+	0.6631	66.31%
Aromatase binding	+	0.7194	71.94%
PPAR gamma	+	0.6531	65.31%
Honey bee toxicity	-	0.6046	60.46%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5445	54.45%
Fish aquatic toxicity	+	0.9816	98.16%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL204	P00734	Thrombin	95.04%	96.01%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	94.99%	82.69%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.43%	96.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	93.03%	96.38%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.98%	94.45%
CHEMBL2179	P04062	Beta-glucocerebrosidase	90.29%	85.31%
CHEMBL340	P08684	Cytochrome P450 3A4	89.83%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.51%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.64%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	87.78%	95.93%
CHEMBL5255	O00206	Toll-like receptor 4	87.70%	92.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.62%	97.14%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	87.43%	94.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.06%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.28%	91.11%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.26%	92.94%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.69%	89.00%
CHEMBL259	P32245	Melanocortin receptor 4	85.39%	95.38%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	84.37%	98.75%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.15%	95.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.64%	95.56%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	82.42%	82.50%
CHEMBL4302	P08183	P-glycoprotein 1	81.86%	92.98%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.22%	99.23%
CHEMBL5028	O14672	ADAM10	80.62%	97.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.50%	91.07%
CHEMBL2581	P07339	Cathepsin D	80.23%	98.95%

Plants that contains it

• Glinus oppositifolius

Cross-Links

• PubChem: 163041412
• LOTUS: LTS0109648
• wikiData: Q105134657