(20S,23S,24R)-3beta-(2-O-beta-D-Glucopyranosyl-6-O-beta-D-xylopyranosyl-beta-D-glucopyranosyloxy)-20,25-epoxydammarane-12beta,23,24-triol

Details

• Internal ID: 616cba4f-c712-4040-bf8e-ded8a9d58270
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-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-dihydroxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC1(C2CCC3(C(C2(CCC1OC4C(C(C(C(O4)COC5C(C(C(CO5)O)O)O)O)O)OC6C(C(C(C(O6)CO)O)O)O)C)CC(C7C3(CCC7C8(CC(C(C(O8)(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]([C@H](O6)CO[C@H]7[C@@H]([C@H]([C@@H](CO7)O)O)O)O)O)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O)O)O
• InChI: InChI=1S/C47H80O19/c1-42(2)26-10-14-45(6)27(15-21(49)29-20(9-13-46(29,45)7)47(8)16-22(50)38(59)43(3,4)66-47)44(26,5)12-11-28(42)64-41-37(65-40-36(58)33(55)31(53)24(17-48)62-40)34(56)32(54)25(63-41)19-61-39-35(57)30(52)23(51)18-60-39/h20-41,48-59H,9-19H2,1-8H3/t20-,21+,22-,23+,24+,25+,26-,27+,28-,29-,30-,31+,32+,33-,34-,35+,36+,37+,38+,39-,40-,41-,44-,45+,46+,47-/m0/s1
• InChI Key: OBXAJENMBYFCHV-MGQGIKOVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₈₀O₁₉
• Molecular Weight: 949.10 g/mol
• Exact Mass: 948.52938032 g/mol
• Topological Polar Surface Area (TPSA): 307.00 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): -1.21
• H-Bond Acceptor: 19
• H-Bond Donor: 12
• Rotatable Bonds: 9

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	-	0.8872	88.72%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7148	71.48%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8123	81.23%
OATP1B3 inhibitior	+	0.9066	90.66%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.5621	56.21%
P-glycoprotein inhibitior	+	0.7476	74.76%
P-glycoprotein substrate	-	0.5585	55.85%
CYP3A4 substrate	+	0.7490	74.90%
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	+	0.7122	71.22%
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	-	0.9035	90.35%
Skin irritation	-	0.7218	72.18%
Skin corrosion	-	0.9545	95.45%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7307	73.07%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.7907	79.07%
skin sensitisation	-	0.9339	93.39%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.8646	86.46%
Acute Oral Toxicity (c)	I	0.6646	66.46%
Estrogen receptor binding	+	0.7677	76.77%
Androgen receptor binding	+	0.7380	73.80%
Thyroid receptor binding	-	0.5331	53.31%
Glucocorticoid receptor binding	+	0.6189	61.89%
Aromatase binding	+	0.6456	64.56%
PPAR gamma	+	0.7585	75.85%
Honey bee toxicity	-	0.6080	60.80%
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	97.65%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	97.32%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.97%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.92%	97.09%
CHEMBL2996	Q05655	Protein kinase C delta	93.29%	97.79%
CHEMBL218	P21554	Cannabinoid CB1 receptor	93.03%	96.61%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.21%	97.25%
CHEMBL1871	P10275	Androgen Receptor	91.02%	96.43%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.47%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	90.09%	95.50%
CHEMBL1937	Q92769	Histone deacetylase 2	89.52%	94.75%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	88.11%	95.58%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.86%	82.69%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.82%	92.94%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.96%	86.33%
CHEMBL1914	P06276	Butyrylcholinesterase	85.89%	95.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.32%	95.89%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	84.49%	92.86%
CHEMBL4302	P08183	P-glycoprotein 1	83.95%	92.98%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.01%	94.00%
CHEMBL5255	O00206	Toll-like receptor 4	82.94%	92.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.07%	97.14%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.97%	95.83%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	81.75%	100.00%

Plants that contains it

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

Cross-Links

• PubChem: 21579925
• NPASS: NPC39526
• LOTUS: LTS0093556
• wikiData: Q105189197