6-[[2,23-Dihydroxy-4,5,9,9,13,20,20-heptamethyl-21-(2-methylbut-2-enoyloxy)-22-propanoyloxy-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracosan-10-yl]oxy]-4-[4,5-dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-3-hydroxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid

Details

• Internal ID: 931f4712-6bc4-4edf-942b-bf92d3c76c5e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: 6-[[2,23-dihydroxy-4,5,9,9,13,20,20-heptamethyl-21-(2-methylbut-2-enoyloxy)-22-propanoyloxy-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracosan-10-yl]oxy]-4-[4,5-dihydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-3-hydroxy-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid
• SMILES (Canonical): CCC(=O)OC1C(C(CC2C13C(CC4(C2(CCC5C4(CCC6C5(CCC(C6(C)C)OC7C(C(C(C(O7)C(=O)O)O)OC8C(C(C(C(O8)CO)O)O)OC9C(C(C(C(O9)C)O)O)O)OC1C(C(C(C(O1)CO)O)O)O)C)C)OC3O)C)O)(C)C)OC(=O)C(=CC)C
• SMILES (Isomeric): CCC(=O)OC1C(C(CC2C13C(CC4(C2(CCC5C4(CCC6C5(CCC(C6(C)C)OC7C(C(C(C(O7)C(=O)O)O)OC8C(C(C(C(O8)CO)O)O)OC9C(C(C(C(O9)C)O)O)O)OC1C(C(C(C(O1)CO)O)O)O)C)C)OC3O)C)O)(C)C)OC(=O)C(=CC)C
• InChI: InChI=1S/C62H98O28/c1-12-24(3)50(78)89-47-48(84-33(66)13-2)62-30(20-56(47,5)6)61(90-55(62)79)19-15-29-58(9)17-16-32(57(7,8)28(58)14-18-59(29,10)60(61,11)21-31(62)65)83-54-46(88-52-41(74)38(71)35(68)26(22-63)81-52)43(42(75)44(86-54)49(76)77)85-53-45(39(72)36(69)27(23-64)82-53)87-51-40(73)37(70)34(67)25(4)80-51/h12,25-32,34-48,51-55,63-65,67-75,79H,13-23H2,1-11H3,(H,76,77)
• InChI Key: QNCHHZWEYSCNRT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₂H₉₈O₂₈
• Molecular Weight: 1291.40 g/mol
• Exact Mass: 1290.62446247 g/mol
• Topological Polar Surface Area (TPSA): 436.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): -1.49
• H-Bond Acceptor: 27
• H-Bond Donor: 14
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8741	87.41%
Caco-2	-	0.8653	86.53%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.7891	78.91%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7886	78.86%
OATP1B3 inhibitior	+	0.9076	90.76%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.9576	95.76%
P-glycoprotein inhibitior	+	0.7448	74.48%
P-glycoprotein substrate	+	0.6421	64.21%
CYP3A4 substrate	+	0.7468	74.68%
CYP2C9 substrate	-	0.8027	80.27%
CYP2D6 substrate	-	0.8850	88.50%
CYP3A4 inhibition	-	0.6619	66.19%
CYP2C9 inhibition	-	0.6957	69.57%
CYP2C19 inhibition	-	0.8583	85.83%
CYP2D6 inhibition	-	0.9317	93.17%
CYP1A2 inhibition	-	0.8921	89.21%
CYP2C8 inhibition	+	0.7942	79.42%
CYP inhibitory promiscuity	-	0.9195	91.95%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5624	56.24%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.8975	89.75%
Skin irritation	-	0.5252	52.52%
Skin corrosion	-	0.9365	93.65%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7555	75.55%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.8156	81.56%
skin sensitisation	-	0.9006	90.06%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.8695	86.95%
Acute Oral Toxicity (c)	III	0.6042	60.42%
Estrogen receptor binding	+	0.7153	71.53%
Androgen receptor binding	+	0.7564	75.64%
Thyroid receptor binding	+	0.6736	67.36%
Glucocorticoid receptor binding	+	0.8162	81.62%
Aromatase binding	+	0.7022	70.22%
PPAR gamma	+	0.8190	81.90%
Honey bee toxicity	-	0.5893	58.93%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5455	54.55%
Fish aquatic toxicity	+	0.9791	97.91%

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	97.98%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	97.31%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.31%	91.11%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	92.54%	91.24%
CHEMBL3714130	P46095	G-protein coupled receptor 6	92.50%	97.36%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.08%	96.61%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.12%	89.00%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	90.90%	95.36%
CHEMBL5255	O00206	Toll-like receptor 4	90.78%	92.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	90.43%	93.00%
CHEMBL233	P35372	Mu opioid receptor	87.54%	97.93%
CHEMBL2581	P07339	Cathepsin D	86.43%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.11%	99.17%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.65%	100.00%
CHEMBL237	P41145	Kappa opioid receptor	85.32%	98.10%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.23%	95.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.20%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.19%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.30%	95.89%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	82.88%	96.38%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.74%	86.33%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	82.27%	82.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.11%	93.56%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.82%	94.33%
CHEMBL202	P00374	Dihydrofolate reductase	81.16%	89.92%
CHEMBL340	P08684	Cytochrome P450 3A4	80.74%	91.19%
CHEMBL1871	P10275	Androgen Receptor	80.46%	96.43%

Plants that contains it

• Maesa lanceolata

Cross-Links

• PubChem: 162848200
• LOTUS: LTS0067680
• wikiData: Q105224325