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

Details

• Internal ID: 27f6e2ee-d213-402d-b074-7802b7374e80
• 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-[(2S,3R,4S,5R)-4,5-dihydroxy-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(CO6)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](CO6)O)O)O[C@H]7[C@@H]([C@H]([C@@H](CO7)O)O)O)C)C)O)C
• InChI: InChI=1S/C42H70O14/c1-20(43)53-25-17-42(9,56-38(4,5)34(25)50)21-10-14-41(8)29(21)22(44)16-27-39(6)13-12-28(37(2,3)26(39)11-15-40(27,41)7)54-36-33(31(48)24(46)19-52-36)55-35-32(49)30(47)23(45)18-51-35/h21-36,44-50H,10-19H2,1-9H3/t21-,22+,23+,24+,25-,26-,27+,28-,29-,30-,31-,32+,33+,34+,35-,36-,39-,40+,41+,42-/m0/s1
• InChI Key: FNXYRVWTRCZIIF-ONJGLDPUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₇₀O₁₄
• Molecular Weight: 799.00 g/mol
• Exact Mass: 798.47655690 g/mol
• Topological Polar Surface Area (TPSA): 214.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.18
• H-Bond Acceptor: 14
• H-Bond Donor: 7
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7505	75.05%
Caco-2	-	0.8833	88.33%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8084	80.84%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8123	81.23%
OATP1B3 inhibitior	+	0.9114	91.14%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8287	82.87%
BSEP inhibitior	-	0.6515	65.15%
P-glycoprotein inhibitior	+	0.7808	78.08%
P-glycoprotein substrate	-	0.5140	51.40%
CYP3A4 substrate	+	0.7649	76.49%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8847	88.47%
CYP3A4 inhibition	-	0.9399	93.99%
CYP2C9 inhibition	-	0.9005	90.05%
CYP2C19 inhibition	-	0.9033	90.33%
CYP2D6 inhibition	-	0.9574	95.74%
CYP1A2 inhibition	-	0.9245	92.45%
CYP2C8 inhibition	+	0.6594	65.94%
CYP inhibitory promiscuity	-	0.9792	97.92%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6449	64.49%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9072	90.72%
Skin irritation	-	0.6964	69.64%
Skin corrosion	-	0.9437	94.37%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6615	66.15%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.9181	91.81%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.6516	65.16%
Acute Oral Toxicity (c)	I	0.5595	55.95%
Estrogen receptor binding	+	0.7212	72.12%
Androgen receptor binding	+	0.7236	72.36%
Thyroid receptor binding	-	0.5728	57.28%
Glucocorticoid receptor binding	+	0.6488	64.88%
Aromatase binding	+	0.6941	69.41%
PPAR gamma	+	0.7295	72.95%
Honey bee toxicity	-	0.5842	58.42%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9175	91.75%

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	97.57%	96.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	93.23%	82.69%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.40%	96.77%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.26%	92.94%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.61%	100.00%
CHEMBL1914	P06276	Butyrylcholinesterase	89.19%	95.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	89.04%	97.28%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.91%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	87.77%	91.19%
CHEMBL4302	P08183	P-glycoprotein 1	86.24%	92.98%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	86.19%	95.58%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.62%	97.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.54%	97.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.00%	95.89%
CHEMBL5028	O14672	ADAM10	84.23%	97.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.94%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.80%	89.00%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	83.13%	94.08%
CHEMBL5255	O00206	Toll-like receptor 4	81.92%	92.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.53%	86.33%

Plants that contains it

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

Cross-Links

• PubChem: 21579928
• NPASS: NPC27701
• LOTUS: LTS0107243
• wikiData: Q104998599