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

Details

• Internal ID: b774081e-46b7-4ce1-92cb-28706173a5fd
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: (2R,3R,4S,5S,6R)-2-[[(3S,8S,9S,10R,13R,14S,17R)-17-[(2R,5R,6S)-7-[(2R,3R,4S,5S,6R)-3-[(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-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5,6-dimethylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC(CCC(C)C(C)COC1C(C(C(C(O1)CO)O)O)OC2C(C(C(C(O2)CO)OC3C(C(C(C(O3)CO)O)O)O)O)O)C4CCC5C4(CCC6C5CC=C7C6(CCC(C7)OC8C(C(C(C(O8)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)O)O)O[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)[C@H]4CC[C@@H]5[C@@]4(CC[C@H]6[C@H]5CC=C7[C@@]6(CC[C@@H](C7)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)C)C
• InChI: InChI=1S/C52H88O22/c1-22(6-7-23(2)28-10-11-29-27-9-8-25-16-26(12-14-51(25,4)30(27)13-15-52(28,29)5)68-47-42(64)38(60)35(57)31(17-53)69-47)24(3)21-67-50-46(40(62)37(59)33(19-55)71-50)74-49-44(66)41(63)45(34(20-56)72-49)73-48-43(65)39(61)36(58)32(18-54)70-48/h8,22-24,26-50,53-66H,6-7,9-21H2,1-5H3/t22-,23-,24-,26+,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-/m1/s1
• InChI Key: NTXINZQBCRHVKP-RCAAINKXSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₅₂H₈₈O₂₂
• Molecular Weight: 1065.20 g/mol
• Exact Mass: 1064.57672443 g/mol
• Topological Polar Surface Area (TPSA): 357.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): -2.10
• H-Bond Acceptor: 22
• H-Bond Donor: 14
• Rotatable Bonds: 18

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	-	0.8809	88.09%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7530	75.30%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8842	88.42%
OATP1B3 inhibitior	+	0.7971	79.71%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.7248	72.48%
P-glycoprotein inhibitior	+	0.7404	74.04%
P-glycoprotein substrate	+	0.5861	58.61%
CYP3A4 substrate	+	0.7468	74.68%
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	+	0.6104	61.04%
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	-	0.9053	90.53%
Skin irritation	-	0.5830	58.30%
Skin corrosion	-	0.9482	94.82%
Ames mutagenesis	-	0.9370	93.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8482	84.82%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.8581	85.81%
skin sensitisation	-	0.9246	92.46%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.8782	87.82%
Acute Oral Toxicity (c)	III	0.4665	46.65%
Estrogen receptor binding	+	0.8617	86.17%
Androgen receptor binding	+	0.7583	75.83%
Thyroid receptor binding	+	0.5396	53.96%
Glucocorticoid receptor binding	+	0.6668	66.68%
Aromatase binding	+	0.6745	67.45%
PPAR gamma	+	0.7842	78.42%
Honey bee toxicity	-	0.6523	65.23%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5750	57.50%
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	98.61%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.20%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.92%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.77%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.46%	94.45%
CHEMBL2581	P07339	Cathepsin D	92.60%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.34%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.83%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.73%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.56%	95.89%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.12%	93.56%
CHEMBL237	P41145	Kappa opioid receptor	86.95%	98.10%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.50%	89.00%
CHEMBL4581	P52732	Kinesin-like protein 1	83.43%	93.18%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	83.29%	89.05%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.53%	94.62%
CHEMBL3401	O75469	Pregnane X receptor	82.17%	94.73%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.91%	100.00%
CHEMBL2094135	Q96BI3	Gamma-secretase	80.17%	98.05%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	80.17%	94.08%

Plants that contains it

• Anthriscus sylvestris
• Tacca chantrieri

Cross-Links

• PubChem: 21580613
• NPASS: NPC93226
• LOTUS: LTS0245178
• wikiData: Q105185717