(2S,3R,4R,5R,6S)-2-[(2R,3S,4R,5R,6S)-4,5-dihydroxy-6-[(2R,3R,4S,5S,6R)-5-hydroxy-2-[[(1S,2S,4S,5R,8R,9R,10S,13S,14R,17S,18R)-9-(hydroxymethyl)-4,5,9,13,20,20-hexamethyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracos-15-en-10-yl]oxy]-6-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-4-yl]oxy-2-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-3,4,5-triol

Details

• Internal ID: b97cf89d-5419-47dd-a6ec-b6755d0dc041
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3R,4R,5R,6S)-2-[(2R,3S,4R,5R,6S)-4,5-dihydroxy-6-[(2R,3R,4S,5S,6R)-5-hydroxy-2-[[(1S,2S,4S,5R,8R,9R,10S,13S,14R,17S,18R)-9-(hydroxymethyl)-4,5,9,13,20,20-hexamethyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracos-15-en-10-yl]oxy]-6-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-4-yl]oxy-2-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OC3C(C(OC(C3OC4C(C(C(C(O4)CO)O)O)O)OC5CCC6(C(C5(C)CO)CCC7(C6C=CC89C7(CC(C1(C8CC(CC1)(C)C)CO9)OC1C(C(C(C(O1)CO)O)O)O)C)C)C)C)O)CO)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H](O[C@H]([C@@H]([C@H]2O)O)O[C@H]3[C@H]([C@H](O[C@H]([C@@H]3O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O[C@H]5CC[C@]6([C@H]([C@]5(C)CO)CC[C@@]7([C@@H]6C=C[C@@]89[C@]7(C[C@@H]([C@@]1([C@H]8CC(CC1)(C)C)CO9)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)C)C)C)C)O)CO)O)O)O
• InChI: InChI=1S/C60H98O27/c1-24-34(65)38(69)42(73)49(78-24)85-46-28(21-63)82-52(45(76)41(46)72)86-47-35(66)25(2)79-53(48(47)87-51-44(75)40(71)37(68)27(20-62)81-51)83-32-11-12-55(5)29(56(32,6)22-64)9-13-57(7)30(55)10-14-60-31-17-54(3,4)15-16-59(31,23-77-60)33(18-58(57,60)8)84-50-43(74)39(70)36(67)26(19-61)80-50/h10,14,24-53,61-76H,9,11-13,15-23H2,1-8H3/t24-,25+,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-,53-,55-,56-,57+,58-,59+,60-/m0/s1
• InChI Key: RLKSYFTWUSJOFX-HZTUYNEDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₀H₉₈O₂₇
• Molecular Weight: 1251.40 g/mol
• Exact Mass: 1250.62954785 g/mol
• Topological Polar Surface Area (TPSA): 425.00 Ų
• XlogP: -2.30
• Atomic LogP (AlogP): -3.72
• H-Bond Acceptor: 27
• H-Bond Donor: 16
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5804	58.04%
Caco-2	-	0.8811	88.11%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7179	71.79%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8441	84.41%
OATP1B3 inhibitior	+	0.8941	89.41%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.8738	87.38%
P-glycoprotein inhibitior	+	0.7447	74.47%
P-glycoprotein substrate	+	0.5227	52.27%
CYP3A4 substrate	+	0.7297	72.97%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8287	82.87%
CYP3A4 inhibition	-	0.9600	96.00%
CYP2C9 inhibition	-	0.8537	85.37%
CYP2C19 inhibition	-	0.8470	84.70%
CYP2D6 inhibition	-	0.9453	94.53%
CYP1A2 inhibition	-	0.8953	89.53%
CYP2C8 inhibition	+	0.7096	70.96%
CYP inhibitory promiscuity	-	0.9105	91.05%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6290	62.90%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.8992	89.92%
Skin irritation	-	0.7074	70.74%
Skin corrosion	-	0.9465	94.65%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7990	79.90%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.6689	66.89%
skin sensitisation	-	0.9159	91.59%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.7509	75.09%
Acute Oral Toxicity (c)	I	0.5879	58.79%
Estrogen receptor binding	+	0.7825	78.25%
Androgen receptor binding	+	0.7600	76.00%
Thyroid receptor binding	+	0.6240	62.40%
Glucocorticoid receptor binding	+	0.7607	76.07%
Aromatase binding	+	0.6575	65.75%
PPAR gamma	+	0.8132	81.32%
Honey bee toxicity	-	0.6253	62.53%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9421	94.21%

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	97.48%	91.11%
CHEMBL3714130	P46095	G-protein coupled receptor 6	95.76%	97.36%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.42%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	94.35%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.36%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.50%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.36%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	89.58%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.40%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.74%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.37%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.12%	94.00%
CHEMBL325	Q13547	Histone deacetylase 1	84.15%	95.92%
CHEMBL1937	Q92769	Histone deacetylase 2	83.88%	94.75%
CHEMBL2243	O00519	Anandamide amidohydrolase	83.23%	97.53%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	82.93%	97.47%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	82.40%	97.86%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.22%	92.94%

Plants that contains it

• Verbascum sinaiticum

Cross-Links

• PubChem: 101933149
• LOTUS: LTS0239618
• wikiData: Q105240209