(2S,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6R)-6-[[(2R,3S,4S,5R,6R)-5-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-[(2S,3R,6R)-6-[(3S,8S,9S,10R,13R,14S,17R)-3-hydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2,3-dimethylheptoxy]oxan-2-yl]methoxy]-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 3ccf0fb7-ffdd-42ba-9d35-bb6d6cc79189
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6R)-6-[[(2R,3S,4S,5R,6R)-5-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-[(2S,3R,6R)-6-[(3S,8S,9S,10R,13R,14S,17R)-3-hydroxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2,3-dimethylheptoxy]oxan-2-yl]methoxy]-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC(CCC(C)C(C)COC1C(C(C(C(O1)COC2C(C(C(C(O2)CO)OC3C(C(C(C(O3)CO)O)O)O)O)O)O)O)OC4C(C(C(C(O4)CO)OC5C(C(C(C(O5)CO)O)O)O)O)O)C6CCC7C6(CCC8C7CC=C9C8(CCC(C9)O)C)C
• SMILES (Isomeric): C[C@H](CC[C@@H](C)[C@H](C)CO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O)O)O)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O)O)[C@H]6CC[C@@H]7[C@@]6(CC[C@H]8[C@H]7CC=C9[C@@]8(CC[C@@H](C9)O)C)C
• InChI: InChI=1S/C58H98O27/c1-23(6-7-24(2)29-10-11-30-28-9-8-26-16-27(63)12-14-57(26,4)31(28)13-15-58(29,30)5)25(3)21-76-56-51(85-55-48(75)44(71)50(35(20-62)81-55)84-54-46(73)41(68)38(65)33(18-60)79-54)42(69)39(66)36(82-56)22-77-52-47(74)43(70)49(34(19-61)80-52)83-53-45(72)40(67)37(64)32(17-59)78-53/h8,23-25,27-56,59-75H,6-7,9-22H2,1-5H3/t23-,24-,25-,27+,28+,29-,30+,31+,32-,33-,34-,35-,36-,37-,38-,39-,40+,41+,42+,43-,44-,45-,46-,47-,48-,49-,50-,51-,52-,53+,54+,55+,56-,57+,58-/m1/s1
• InChI Key: JXEQJJUISOAXNW-FWTLYPSUSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₈H₉₈O₂₇
• Molecular Weight: 1227.40 g/mol
• Exact Mass: 1226.62954785 g/mol
• Topological Polar Surface Area (TPSA): 436.00 Ų
• XlogP: -2.00
• Atomic LogP (AlogP): -4.27
• H-Bond Acceptor: 27
• H-Bond Donor: 17
• Rotatable Bonds: 21

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6996	69.96%
Caco-2	-	0.8742	87.42%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7115	71.15%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8756	87.56%
OATP1B3 inhibitior	+	0.8307	83.07%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.8568	85.68%
P-glycoprotein inhibitior	+	0.7408	74.08%
P-glycoprotein substrate	+	0.6929	69.29%
CYP3A4 substrate	+	0.7538	75.38%
CYP2C9 substrate	-	0.8025	80.25%
CYP2D6 substrate	-	0.8264	82.64%
CYP3A4 inhibition	-	0.9514	95.14%
CYP2C9 inhibition	-	0.9263	92.63%
CYP2C19 inhibition	-	0.9276	92.76%
CYP2D6 inhibition	-	0.9433	94.33%
CYP1A2 inhibition	-	0.9189	91.89%
CYP2C8 inhibition	+	0.6714	67.14%
CYP inhibitory promiscuity	-	0.9488	94.88%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6030	60.30%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9030	90.30%
Skin irritation	-	0.5271	52.71%
Skin corrosion	-	0.9466	94.66%
Ames mutagenesis	-	0.8900	89.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8237	82.37%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.7704	77.04%
skin sensitisation	-	0.9222	92.22%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.8745	87.45%
Acute Oral Toxicity (c)	I	0.4859	48.59%
Estrogen receptor binding	+	0.8620	86.20%
Androgen receptor binding	+	0.7736	77.36%
Thyroid receptor binding	+	0.5680	56.80%
Glucocorticoid receptor binding	+	0.7093	70.93%
Aromatase binding	+	0.6465	64.65%
PPAR gamma	+	0.7906	79.06%
Honey bee toxicity	-	0.6334	63.34%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5450	54.50%
Fish aquatic toxicity	+	0.9013	90.13%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL226	P30542	Adenosine A1 receptor	99.25%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.11%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.95%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.86%	97.25%
CHEMBL2581	P07339	Cathepsin D	92.26%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.59%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.10%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.03%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.42%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.45%	95.89%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.39%	93.56%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	86.69%	93.04%
CHEMBL4581	P52732	Kinesin-like protein 1	86.55%	93.18%
CHEMBL3401	O75469	Pregnane X receptor	86.53%	94.73%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	86.12%	89.05%
CHEMBL1871	P10275	Androgen Receptor	86.06%	96.43%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.46%	89.00%
CHEMBL237	P41145	Kappa opioid receptor	84.55%	98.10%
CHEMBL221	P23219	Cyclooxygenase-1	83.34%	90.17%
CHEMBL233	P35372	Mu opioid receptor	82.46%	97.93%
CHEMBL5255	O00206	Toll-like receptor 4	82.39%	92.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.08%	86.33%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.01%	100.00%

Plants that contains it

• Anthriscus sylvestris
• Tacca chantrieri

Cross-Links

• PubChem: 21580609
• NPASS: NPC264633
• LOTUS: LTS0195395
• wikiData: Q105136551