(20S,23S,24R)-3beta-(2-O-beta-D-Glucopyranosyl-beta-D-xylopyranosyloxy)-20,25-epoxydammarane-12beta,23,24-triol

Details

• Internal ID: 7514ef1b-e6bb-417b-8b2e-130aecf968f7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[(2S,3R,4S,5R)-2-[[(3S,5R,8R,9R,10R,12R,13R,14R,17S)-17-[(2S,4S,5R)-4,5-dihydroxy-2,6,6-trimethyloxan-2-yl]-12-hydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-4,5-dihydroxyoxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1(C2CCC3(C(C2(CCC1OC4C(C(C(CO4)O)O)OC5C(C(C(C(O5)CO)O)O)O)C)CC(C6C3(CCC6C7(CC(C(C(O7)(C)C)O)O)C)C)O)C)C
• SMILES (Isomeric): C[C@]12CC[C@@H](C([C@@H]1CC[C@@]3([C@@H]2C[C@H]([C@H]4[C@]3(CC[C@@H]4[C@@]5(C[C@@H]([C@H](C(O5)(C)C)O)O)C)C)O)C)(C)C)O[C@H]6[C@@H]([C@H]([C@@H](CO6)O)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O
• InChI: InChI=1S/C41H70O14/c1-36(2)24-10-14-39(6)25(15-20(43)27-19(9-13-40(27,39)7)41(8)16-21(44)33(50)37(3,4)55-41)38(24,5)12-11-26(36)53-35-32(28(46)22(45)18-51-35)54-34-31(49)30(48)29(47)23(17-42)52-34/h19-35,42-50H,9-18H2,1-8H3/t19-,20+,21-,22+,23+,24-,25+,26-,27-,28-,29+,30-,31+,32+,33+,34-,35-,38-,39+,40+,41-/m0/s1
• InChI Key: YIIUTESUUDVXCN-CCYMNORKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₇₀O₁₄
• Molecular Weight: 787.00 g/mol
• Exact Mass: 786.47655690 g/mol
• Topological Polar Surface Area (TPSA): 228.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 0.97
• H-Bond Acceptor: 14
• H-Bond Donor: 9
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5873	58.73%
Caco-2	-	0.8794	87.94%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7148	71.48%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7980	79.80%
OATP1B3 inhibitior	+	0.9066	90.66%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	-	0.8217	82.17%
P-glycoprotein inhibitior	+	0.7494	74.94%
P-glycoprotein substrate	-	0.6350	63.50%
CYP3A4 substrate	+	0.7451	74.51%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8278	82.78%
CYP3A4 inhibition	-	0.9380	93.80%
CYP2C9 inhibition	-	0.8899	88.99%
CYP2C19 inhibition	-	0.8991	89.91%
CYP2D6 inhibition	-	0.9571	95.71%
CYP1A2 inhibition	-	0.9252	92.52%
CYP2C8 inhibition	+	0.6687	66.87%
CYP inhibitory promiscuity	-	0.9594	95.94%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6773	67.73%
Eye corrosion	-	0.9905	99.05%
Eye irritation	-	0.9065	90.65%
Skin irritation	-	0.7218	72.18%
Skin corrosion	-	0.9545	95.45%
Ames mutagenesis	-	0.6870	68.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6728	67.28%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.8282	82.82%
skin sensitisation	-	0.9339	93.39%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.8510	85.10%
Acute Oral Toxicity (c)	I	0.6646	66.46%
Estrogen receptor binding	+	0.6858	68.58%
Androgen receptor binding	+	0.7356	73.56%
Thyroid receptor binding	-	0.5691	56.91%
Glucocorticoid receptor binding	+	0.5675	56.75%
Aromatase binding	+	0.6677	66.77%
PPAR gamma	+	0.7091	70.91%
Honey bee toxicity	-	0.6061	60.61%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.8187	81.87%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.51%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	95.48%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.27%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.23%	91.11%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	91.03%	95.58%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.69%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.47%	100.00%
CHEMBL2996	Q05655	Protein kinase C delta	89.85%	97.79%
CHEMBL218	P21554	Cannabinoid CB1 receptor	89.71%	96.61%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.41%	92.94%
CHEMBL1937	Q92769	Histone deacetylase 2	87.80%	94.75%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.79%	82.69%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.90%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.86%	95.50%
CHEMBL1871	P10275	Androgen Receptor	85.58%	96.43%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.61%	86.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.80%	97.14%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	83.39%	92.86%
CHEMBL4302	P08183	P-glycoprotein 1	82.27%	92.98%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.44%	94.00%

Plants that contains it

• Coleostephus myconis
• Dahlia pinnata
• Gynostemma pentaphyllum
• Synotis alata

Cross-Links

• PubChem: 21579926
• NPASS: NPC26957
• LOTUS: LTS0106717
• wikiData: Q105348861