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

Details

• Internal ID: 83a31153-9a1b-4de2-88e4-e74d95b0285d
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[[(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-6-[(2S,3R,6R)-6-[(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2,3-dimethylheptoxy]-3,4-dihydroxyoxan-2-yl]methoxy]-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)O)O)O)O)O)OC3C(C(C(C(O3)CO)OC4C(C(C(C(O4)CO)O)O)O)O)O)C5CCC6C5(CCC7C6CC=C8C7(CCC(C8)OC9C(C(C(C(O9)CO)O)O)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)O)O)O)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)O)[C@H]5CC[C@@H]6[C@@]5(CC[C@H]7[C@H]6CC=C8[C@@]7(CC[C@@H](C8)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)C)C
• InChI: InChI=1S/C58H98O27/c1-23(6-7-24(2)29-10-11-30-28-9-8-26-16-27(12-14-57(26,4)31(28)13-15-58(29,30)5)78-53-47(73)42(68)38(64)33(18-60)80-53)25(3)21-76-56-51(44(70)40(66)36(83-56)22-77-52-46(72)41(67)37(63)32(17-59)79-52)85-55-49(75)45(71)50(35(20-62)82-55)84-54-48(74)43(69)39(65)34(19-61)81-54/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: AOYJZWUONXQMCO-INROZVFDSA-N
• Popularity: 0 references 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: -1.50
• 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	+	0.6576	65.76%
Caco-2	-	0.8772	87.72%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7530	75.30%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8773	87.73%
OATP1B3 inhibitior	+	0.7971	79.71%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.8450	84.50%
P-glycoprotein inhibitior	+	0.7425	74.25%
P-glycoprotein substrate	+	0.6314	63.14%
CYP3A4 substrate	+	0.7494	74.94%
CYP2C9 substrate	-	0.8025	80.25%
CYP2D6 substrate	-	0.8264	82.64%
CYP3A4 inhibition	-	0.9643	96.43%
CYP2C9 inhibition	-	0.9208	92.08%
CYP2C19 inhibition	-	0.9191	91.91%
CYP2D6 inhibition	-	0.9446	94.46%
CYP1A2 inhibition	-	0.8938	89.38%
CYP2C8 inhibition	+	0.6512	65.12%
CYP inhibitory promiscuity	-	0.9084	90.84%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6130	61.30%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9023	90.23%
Skin irritation	-	0.5830	58.30%
Skin corrosion	-	0.9482	94.82%
Ames mutagenesis	-	0.9100	91.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8618	86.18%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.8706	87.06%
skin sensitisation	-	0.9246	92.46%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.8710	87.10%
Acute Oral Toxicity (c)	III	0.4665	46.65%
Estrogen receptor binding	+	0.8561	85.61%
Androgen receptor binding	+	0.7553	75.53%
Thyroid receptor binding	+	0.5772	57.72%
Glucocorticoid receptor binding	+	0.7200	72.00%
Aromatase binding	+	0.6825	68.25%
PPAR gamma	+	0.8015	80.15%
Honey bee toxicity	-	0.6501	65.01%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5650	56.50%
Fish aquatic toxicity	+	0.9329	93.29%

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	99.14%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.27%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.27%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.06%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.82%	94.45%
CHEMBL2581	P07339	Cathepsin D	92.45%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.34%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.50%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.56%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.32%	95.89%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.85%	93.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.31%	89.00%
CHEMBL237	P41145	Kappa opioid receptor	86.10%	98.10%
CHEMBL4581	P52732	Kinesin-like protein 1	85.96%	93.18%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	85.23%	89.05%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.87%	93.04%
CHEMBL3401	O75469	Pregnane X receptor	83.99%	94.73%
CHEMBL1871	P10275	Androgen Receptor	83.00%	96.43%
CHEMBL233	P35372	Mu opioid receptor	82.37%	97.93%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.22%	94.62%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.76%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.18%	95.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.16%	92.62%

Plants that contains it

• Anthriscus sylvestris
• Tacca chantrieri

Cross-Links

• PubChem: 21580610
• NPASS: NPC88515
• LOTUS: LTS0090292
• wikiData: Q104916066