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

Details

• Internal ID: ef1d4de1-a908-4674-bcb8-1c025a886460
• 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-6-(hydroxymethyl)-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-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)CO)O)O)OC7C(C(C(CO7)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)O)O)O[C@H]7[C@@H]([C@H]([C@@H](CO7)O)O)O)C)C)O)C
• InChI: InChI=1S/C43H72O15/c1-20(45)54-24-17-43(9,58-39(4,5)35(24)52)21-10-14-42(8)29(21)22(46)16-27-40(6)13-12-28(38(2,3)26(40)11-15-41(27,42)7)56-37-34(32(50)31(49)25(18-44)55-37)57-36-33(51)30(48)23(47)19-53-36/h21-37,44,46-52H,10-19H2,1-9H3/t21-,22+,23+,24-,25+,26-,27+,28-,29-,30-,31+,32-,33+,34+,35+,36-,37-,40-,41+,42+,43-/m0/s1
• InChI Key: LGEPCXUCMCNZFV-JCLLALOGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₇₂O₁₅
• Molecular Weight: 829.00 g/mol
• Exact Mass: 828.48712159 g/mol
• Topological Polar Surface Area (TPSA): 234.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 1.54
• H-Bond Acceptor: 15
• H-Bond Donor: 8
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6739	67.39%
Caco-2	-	0.8863	88.63%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7997	79.97%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7763	77.63%
OATP1B3 inhibitior	+	0.8901	89.01%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.7287	72.87%
BSEP inhibitior	-	0.6439	64.39%
P-glycoprotein inhibitior	+	0.7769	77.69%
P-glycoprotein substrate	-	0.5583	55.83%
CYP3A4 substrate	+	0.7597	75.97%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8838	88.38%
CYP3A4 inhibition	-	0.9186	91.86%
CYP2C9 inhibition	-	0.8887	88.87%
CYP2C19 inhibition	-	0.9086	90.86%
CYP2D6 inhibition	-	0.9588	95.88%
CYP1A2 inhibition	-	0.9272	92.72%
CYP2C8 inhibition	+	0.6754	67.54%
CYP inhibitory promiscuity	-	0.9674	96.74%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6885	68.85%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9075	90.75%
Skin irritation	-	0.6974	69.74%
Skin corrosion	-	0.9528	95.28%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7058	70.58%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.8407	84.07%
skin sensitisation	-	0.9346	93.46%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.7785	77.85%
Acute Oral Toxicity (c)	I	0.6197	61.97%
Estrogen receptor binding	+	0.7477	74.77%
Androgen receptor binding	+	0.7301	73.01%
Thyroid receptor binding	-	0.5573	55.73%
Glucocorticoid receptor binding	+	0.6597	65.97%
Aromatase binding	+	0.6930	69.30%
PPAR gamma	+	0.7483	74.83%
Honey bee toxicity	-	0.5921	59.21%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.8680	86.80%

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	98.68%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.40%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.06%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	91.25%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.81%	97.09%
CHEMBL3922	P50579	Methionine aminopeptidase 2	89.88%	97.28%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.68%	92.94%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.74%	95.50%
CHEMBL5255	O00206	Toll-like receptor 4	86.87%	92.50%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.83%	96.77%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.55%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.44%	86.33%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	85.07%	91.24%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.31%	82.69%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.18%	89.00%
CHEMBL1914	P06276	Butyrylcholinesterase	83.54%	95.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.43%	95.89%
CHEMBL5028	O14672	ADAM10	83.35%	97.50%
CHEMBL340	P08684	Cytochrome P450 3A4	82.96%	91.19%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.52%	94.00%
CHEMBL2581	P07339	Cathepsin D	82.40%	98.95%
CHEMBL2996	Q05655	Protein kinase C delta	82.05%	97.79%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	81.20%	95.58%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.95%	97.14%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.44%	94.33%
CHEMBL1937	Q92769	Histone deacetylase 2	80.38%	94.75%

Plants that contains it

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

Cross-Links

• PubChem: 21579929
• NPASS: NPC113930
• LOTUS: LTS0112843
• wikiData: Q105151317