(2R,3R,4R,5R,6S)-2-[[(2R,3S,4S,5R,6R)-3,4-dihydroxy-6-[[(1R,2S,4S,6Z,7S,8R,9S,12S,13S,16S,18S)-7-hydroxy-7,9,13-trimethyl-6-[(3S)-3-methyl-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutylidene]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-16-yl]oxy]-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]methoxy]-6-methyloxane-3,4,5-triol

Details

• Internal ID: 94c261c8-04e8-4031-9c64-af3efe4bd2f6
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: (2R,3R,4R,5R,6S)-2-[[(2R,3S,4S,5R,6R)-3,4-dihydroxy-6-[[(1R,2S,4S,6Z,7S,8R,9S,12S,13S,16S,18S)-7-hydroxy-7,9,13-trimethyl-6-[(3S)-3-methyl-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutylidene]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosan-16-yl]oxy]-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]methoxy]-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3CCC4(C(C3)CCC5C4CCC6(C5CC7C6C(C(=CCC(C)COC8C(C(C(C(O8)CO)O)O)O)O7)(C)O)C)C)OC9C(C(C(C(O9)C)O)O)O)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)O[C@H]3CC[C@]4([C@H](C3)CC[C@@H]5[C@@H]4CC[C@]6([C@H]5C[C@H]7[C@@H]6[C@](/C(=C/C[C@H](C)CO[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)/O7)(C)O)C)C)O[C@H]9[C@@H]([C@@H]([C@H]([C@@H](O9)C)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C51H84O22/c1-20(18-65-46-41(62)38(59)34(55)29(17-52)71-46)7-10-31-51(6,64)44-28(70-31)16-27-25-9-8-23-15-24(11-13-49(23,4)26(25)12-14-50(27,44)5)69-48-43(73-47-42(63)37(58)33(54)22(3)68-47)39(60)35(56)30(72-48)19-66-45-40(61)36(57)32(53)21(2)67-45/h10,20-30,32-48,52-64H,7-9,11-19H2,1-6H3/b31-10-/t20-,21-,22-,23-,24-,25+,26-,27-,28-,29+,30+,32-,33-,34+,35+,36+,37+,38-,39-,40+,41+,42+,43+,44-,45+,46+,47-,48+,49-,50-,51+/m0/s1
• InChI Key: MIFIATANNUYFKT-PEMOKABASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₈₄O₂₂
• Molecular Weight: 1049.20 g/mol
• Exact Mass: 1048.54542430 g/mol
• Topological Polar Surface Area (TPSA): 346.00 Ų
• XlogP: -1.00
• Atomic LogP (AlogP): -1.98
• H-Bond Acceptor: 22
• H-Bond Donor: 13
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5875	58.75%
Caco-2	-	0.8875	88.75%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.7216	72.16%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8609	86.09%
OATP1B3 inhibitior	+	0.9144	91.44%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.7112	71.12%
P-glycoprotein inhibitior	+	0.7423	74.23%
P-glycoprotein substrate	+	0.5819	58.19%
CYP3A4 substrate	+	0.7391	73.91%
CYP2C9 substrate	-	0.7984	79.84%
CYP2D6 substrate	-	0.8373	83.73%
CYP3A4 inhibition	-	0.9613	96.13%
CYP2C9 inhibition	-	0.9218	92.18%
CYP2C19 inhibition	-	0.9033	90.33%
CYP2D6 inhibition	-	0.9457	94.57%
CYP1A2 inhibition	-	0.8963	89.63%
CYP2C8 inhibition	+	0.6406	64.06%
CYP inhibitory promiscuity	-	0.8822	88.22%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6057	60.57%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9047	90.47%
Skin irritation	-	0.6218	62.18%
Skin corrosion	-	0.9494	94.94%
Ames mutagenesis	-	0.7332	73.32%
Human Ether-a-go-go-Related Gene inhibition	+	0.8179	81.79%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.9314	93.14%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.9383	93.83%
Acute Oral Toxicity (c)	I	0.7336	73.36%
Estrogen receptor binding	+	0.8472	84.72%
Androgen receptor binding	+	0.7055	70.55%
Thyroid receptor binding	+	0.5450	54.50%
Glucocorticoid receptor binding	+	0.7312	73.12%
Aromatase binding	+	0.6951	69.51%
PPAR gamma	+	0.7992	79.92%
Honey bee toxicity	-	0.6011	60.11%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9307	93.07%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.65%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.24%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.48%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.19%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.32%	94.45%
CHEMBL226	P30542	Adenosine A1 receptor	91.25%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.11%	100.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	87.75%	92.86%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.57%	89.00%
CHEMBL4581	P52732	Kinesin-like protein 1	86.73%	93.18%
CHEMBL2996	Q05655	Protein kinase C delta	86.54%	97.79%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.19%	95.89%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	85.12%	96.21%
CHEMBL1871	P10275	Androgen Receptor	84.48%	96.43%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.93%	100.00%
CHEMBL237	P41145	Kappa opioid receptor	83.61%	98.10%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.24%	96.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.19%	93.04%
CHEMBL2094135	Q96BI3	Gamma-secretase	82.82%	98.05%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.76%	95.50%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	82.30%	89.05%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.52%	95.89%
CHEMBL1951	P21397	Monoamine oxidase A	80.28%	91.49%

Plants that contains it

• Smilax riparia

Cross-Links

• PubChem: 163006162
• LOTUS: LTS0109011
• wikiData: Q105164614