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

Details

• Internal ID: 05411322-3204-467f-a3b6-286e380de281
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[[(1S,2S,4S,5R,8R,9R,10S,13S,14R,17S,18R)-9-(hydroxymethyl)-10-[(2R,3R,4S,5S,6R)-5-hydroxy-6-methyl-3,4-bis[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]oxan-2-yl]oxy-4,5,9,13,20,20-hexamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracos-15-en-2-yl]oxy]oxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OC2CCC3(C(C2(C)CO)CCC4(C3C=CC56C4(CC(C7(C5CC(CC7)(C)C)CO6)OC8C(C(C(C(O8)CO)O)O)O)C)C)C)OC9C(C(C(C(O9)CO)O)O)O)OC1C(C(C(C(O1)CO)O)O)O)O
• SMILES (Isomeric): C[C@@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)O[C@H]2CC[C@]3([C@H]([C@]2(C)CO)CC[C@@]4([C@@H]3C=C[C@@]56[C@]4(C[C@@H]([C@@]7([C@H]5CC(CC7)(C)C)CO6)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O)C)C)C)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O
• InChI: InChI=1S/C54H88O23/c1-23-32(59)42(76-45-40(67)37(64)34(61)25(19-56)72-45)43(77-46-41(68)38(65)35(62)26(20-57)73-46)47(70-23)74-30-10-11-49(4)27(50(30,5)21-58)8-12-51(6)28(49)9-13-54-29-16-48(2,3)14-15-53(29,22-69-54)31(17-52(51,54)7)75-44-39(66)36(63)33(60)24(18-55)71-44/h9,13,23-47,55-68H,8,10-12,14-22H2,1-7H3/t23-,24-,25-,26-,27-,28-,29-,30+,31+,32+,33-,34-,35-,36+,37+,38+,39-,40-,41-,42+,43-,44+,45+,46+,47+,49+,50+,51-,52+,53-,54+/m1/s1
• InChI Key: MHHVKMAUXMWTDS-JKUJKIJTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₄H₈₈O₂₃
• Molecular Weight: 1105.30 g/mol
• Exact Mass: 1104.57163905 g/mol
• Topological Polar Surface Area (TPSA): 366.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): -2.57
• H-Bond Acceptor: 23
• H-Bond Donor: 14
• Rotatable Bonds: 12

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	-	0.8828	88.28%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7179	71.79%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8397	83.97%
OATP1B3 inhibitior	+	0.8941	89.41%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.7318	73.18%
P-glycoprotein inhibitior	+	0.7465	74.65%
P-glycoprotein substrate	-	0.5232	52.32%
CYP3A4 substrate	+	0.7243	72.43%
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	+	0.6782	67.82%
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	-	0.9009	90.09%
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	+	0.7663	76.63%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.5564	55.64%
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	-	0.5754	57.54%
Acute Oral Toxicity (c)	I	0.5879	58.79%
Estrogen receptor binding	+	0.7562	75.62%
Androgen receptor binding	+	0.7578	75.78%
Thyroid receptor binding	+	0.5146	51.46%
Glucocorticoid receptor binding	+	0.6914	69.14%
Aromatase binding	+	0.6502	65.02%
PPAR gamma	+	0.7765	77.65%
Honey bee toxicity	-	0.6504	65.04%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
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%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.42%	96.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	94.92%	97.36%
CHEMBL226	P30542	Adenosine A1 receptor	93.82%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.36%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.52%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.90%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.11%	86.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.23%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.21%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.37%	100.00%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	84.33%	97.47%
CHEMBL1937	Q92769	Histone deacetylase 2	84.19%	94.75%
CHEMBL2243	O00519	Anandamide amidohydrolase	83.97%	97.53%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.84%	94.00%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	82.40%	97.86%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.97%	92.94%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	81.25%	92.78%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	80.42%	98.99%

Plants that contains it

• Clinopodium micranthum

Cross-Links

• PubChem: 162915689
• LOTUS: LTS0023333
• wikiData: Q105163820