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

Details

• Internal ID: 71cd157e-40be-4c0e-ad1e-fe5687e09476
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3R,4S,5R)-2-[[(2R,3S,4S,5R,6R)-6-[[(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]-3,4-dihydroxy-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]methoxy]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(CO6)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](CO8)O)O)O
• InChI: InChI=1S/C46H78O18/c1-41(2)26-10-14-44(6)27(15-21(47)29-20(9-13-45(29,44)7)46(8)16-22(48)37(57)42(3,4)64-46)43(26,5)12-11-28(41)62-40-36(63-39-35(56)31(52)24(50)18-59-39)33(54)32(53)25(61-40)19-60-38-34(55)30(51)23(49)17-58-38/h20-40,47-57H,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-,43-,44+,45+,46-/m0/s1
• InChI Key: MHJGIILTHJAIRY-KANWYQKQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₇₈O₁₈
• Molecular Weight: 919.10 g/mol
• Exact Mass: 918.51881563 g/mol
• Topological Polar Surface Area (TPSA): 287.00 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): -0.57
• H-Bond Acceptor: 18
• H-Bond Donor: 11
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6455	64.55%
Caco-2	-	0.8852	88.52%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7455	74.55%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8228	82.28%
OATP1B3 inhibitior	+	0.9065	90.65%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.5737	57.37%
P-glycoprotein inhibitior	+	0.7512	75.12%
P-glycoprotein substrate	-	0.5308	53.08%
CYP3A4 substrate	+	0.7502	75.02%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8198	81.98%
CYP3A4 inhibition	-	0.9573	95.73%
CYP2C9 inhibition	-	0.8890	88.90%
CYP2C19 inhibition	-	0.8879	88.79%
CYP2D6 inhibition	-	0.9589	95.89%
CYP1A2 inhibition	-	0.9339	93.39%
CYP2C8 inhibition	+	0.6916	69.16%
CYP inhibitory promiscuity	-	0.9572	95.72%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6650	66.50%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9038	90.38%
Skin irritation	-	0.7214	72.14%
Skin corrosion	-	0.9529	95.29%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7281	72.81%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.8334	83.34%
skin sensitisation	-	0.9261	92.61%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.8917	89.17%
Acute Oral Toxicity (c)	I	0.6871	68.71%
Estrogen receptor binding	+	0.7620	76.20%
Androgen receptor binding	+	0.7303	73.03%
Thyroid receptor binding	-	0.5249	52.49%
Glucocorticoid receptor binding	+	0.6236	62.36%
Aromatase binding	+	0.6542	65.42%
PPAR gamma	+	0.7566	75.66%
Honey bee toxicity	-	0.6300	63.00%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.8915	89.15%

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	98.03%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	96.65%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.26%	91.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	93.42%	82.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.15%	97.09%
CHEMBL1914	P06276	Butyrylcholinesterase	92.50%	95.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.80%	97.25%
CHEMBL1871	P10275	Androgen Receptor	91.79%	96.43%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.57%	100.00%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	90.23%	95.58%
CHEMBL1937	Q92769	Histone deacetylase 2	88.71%	94.75%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.36%	96.61%
CHEMBL4302	P08183	P-glycoprotein 1	87.76%	92.98%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.73%	92.94%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.38%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.43%	95.89%
CHEMBL2996	Q05655	Protein kinase C delta	86.26%	97.79%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.22%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.01%	94.00%
CHEMBL5255	O00206	Toll-like receptor 4	82.98%	92.50%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	82.50%	92.86%
CHEMBL1974	P36888	Tyrosine-protein kinase receptor FLT3	81.28%	91.83%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.69%	97.14%
CHEMBL221	P23219	Cyclooxygenase-1	80.18%	90.17%

Plants that contains it

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

Cross-Links

• PubChem: 21579924
• NPASS: NPC101713
• LOTUS: LTS0237015
• wikiData: Q105163835