(20S,23S,24R)-23-Acetoxy-20,25-epoxy-3beta-[(2-O,6-O-di-beta-D-xylopyranosyl-beta-D-glucopyranosyl)oxy]dammarane-12beta,24-diol

Details

• Internal ID: c62101fb-e768-4ea0-9b37-b43d889cbbc4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(3R,4S,6S)-6-[(3S,5R,8R,9R,10R,12R,13R,14R,17S)-3-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxy-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-17-yl]-3-hydroxy-2,2,6-trimethyloxan-4-yl] acetate
• SMILES (Canonical): CC(=O)OC1CC(OC(C1O)(C)C)(C)C2CCC3(C2C(CC4C3(CCC5C4(CCC(C5(C)C)OC6C(C(C(C(O6)COC7C(C(C(CO7)O)O)O)O)O)OC8C(C(C(CO8)O)O)O)C)C)O)C
• SMILES (Isomeric): CC(=O)O[C@H]1C[C@@](OC([C@@H]1O)(C)C)(C)[C@H]2CC[C@@]3([C@@H]2[C@@H](C[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(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](CO8)O)O)O)C)C)O)C
• InChI: InChI=1S/C48H80O19/c1-21(49)63-26-17-48(9,67-44(4,5)39(26)59)22-10-14-47(8)31(22)23(50)16-29-45(6)13-12-30(43(2,3)28(45)11-15-46(29,47)7)65-42-38(66-41-37(58)33(54)25(52)19-61-41)35(56)34(55)27(64-42)20-62-40-36(57)32(53)24(51)18-60-40/h22-42,50-59H,10-20H2,1-9H3/t22-,23+,24+,25+,26-,27+,28-,29+,30-,31-,32-,33-,34+,35-,36+,37+,38+,39+,40-,41-,42-,45-,46+,47+,48-/m0/s1
• InChI Key: NVLIQQQZUXCJRA-VTDFISSXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₈₀O₁₉
• Molecular Weight: 961.10 g/mol
• Exact Mass: 960.52938032 g/mol
• Topological Polar Surface Area (TPSA): 293.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 0.00
• H-Bond Acceptor: 19
• H-Bond Donor: 10
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7208	72.08%
Caco-2	-	0.8871	88.71%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8198	81.98%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8038	80.38%
OATP1B3 inhibitior	+	0.8943	89.43%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8287	82.87%
BSEP inhibitior	+	0.7043	70.43%
P-glycoprotein inhibitior	+	0.7601	76.01%
P-glycoprotein substrate	+	0.5240	52.40%
CYP3A4 substrate	+	0.7632	76.32%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8847	88.47%
CYP3A4 inhibition	-	0.9426	94.26%
CYP2C9 inhibition	-	0.8913	89.13%
CYP2C19 inhibition	-	0.9001	90.01%
CYP2D6 inhibition	-	0.9609	96.09%
CYP1A2 inhibition	-	0.9366	93.66%
CYP2C8 inhibition	+	0.7004	70.04%
CYP inhibitory promiscuity	-	0.9668	96.68%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6765	67.65%
Eye corrosion	-	0.9910	99.10%
Eye irritation	-	0.9037	90.37%
Skin irritation	-	0.6920	69.20%
Skin corrosion	-	0.9511	95.11%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7299	72.99%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.7959	79.59%
skin sensitisation	-	0.9275	92.75%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.8219	82.19%
Acute Oral Toxicity (c)	I	0.6578	65.78%
Estrogen receptor binding	+	0.7875	78.75%
Androgen receptor binding	+	0.7270	72.70%
Thyroid receptor binding	-	0.4944	49.44%
Glucocorticoid receptor binding	+	0.7158	71.58%
Aromatase binding	+	0.6664	66.64%
PPAR gamma	+	0.7862	78.62%
Honey bee toxicity	-	0.6091	60.91%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9228	92.28%

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	98.80%	96.09%
CHEMBL1914	P06276	Butyrylcholinesterase	94.75%	95.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.55%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	93.26%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.37%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.12%	96.77%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.76%	82.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.61%	97.09%
CHEMBL3922	P50579	Methionine aminopeptidase 2	89.53%	97.28%
CHEMBL5255	O00206	Toll-like receptor 4	89.08%	92.50%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.84%	92.94%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.75%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.64%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.46%	94.45%
CHEMBL1871	P10275	Androgen Receptor	84.46%	96.43%
CHEMBL5028	O14672	ADAM10	84.39%	97.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.37%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.11%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.43%	94.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.27%	97.25%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	82.45%	95.58%
CHEMBL340	P08684	Cytochrome P450 3A4	82.33%	91.19%
CHEMBL2581	P07339	Cathepsin D	81.80%	98.95%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.96%	94.33%
CHEMBL1937	Q92769	Histone deacetylase 2	80.94%	94.75%
CHEMBL221	P23219	Cyclooxygenase-1	80.66%	90.17%
CHEMBL4302	P08183	P-glycoprotein 1	80.62%	92.98%

Plants that contains it

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

Cross-Links

• PubChem: 21579930
• NPASS: NPC299639
• LOTUS: LTS0124065
• wikiData: Q105186287