6-[[2-Acetyloxy-22,23-dihydroxy-4,5,9,9,13,20,20-heptamethyl-21-(2-methylbut-2-enoyloxy)-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: 23052ee0-5dcd-475e-873c-886220d5b8b2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: 6-[[2-acetyloxy-22,23-dihydroxy-4,5,9,9,13,20,20-heptamethyl-21-(2-methylbut-2-enoyloxy)-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): CC=C(C)C(=O)OC1C(C23C(CC1(C)C)C4(CCC5C6(CCC(C(C6CCC5(C4(CC2OC(=O)C)C)C)(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)OC3O)O
• SMILES (Isomeric): CC=C(C)C(=O)OC1C(C23C(CC1(C)C)C4(CCC5C6(CCC(C(C6CCC5(C4(CC2OC(=O)C)C)C)(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)OC3O)O
• InChI: InChI=1S/C61H96O28/c1-12-23(2)49(77)88-47-46(74)61-30(19-55(47,5)6)60(89-54(61)78)18-14-29-57(9)16-15-31(56(7,8)28(57)13-17-58(29,10)59(60,11)20-32(61)80-25(4)64)83-53-45(87-51-40(72)37(69)34(66)26(21-62)81-51)42(41(73)43(85-53)48(75)76)84-52-44(38(70)35(67)27(22-63)82-52)86-50-39(71)36(68)33(65)24(3)79-50/h12,24,26-47,50-54,62-63,65-74,78H,13-22H2,1-11H3,(H,75,76)
• InChI Key: DBHZIMHHQYESHE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₁H₉₆O₂₈
• Molecular Weight: 1277.40 g/mol
• Exact Mass: 1276.60881240 g/mol
• Topological Polar Surface Area (TPSA): 436.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): -1.88
• H-Bond Acceptor: 27
• H-Bond Donor: 14
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7495	74.95%
Caco-2	-	0.8658	86.58%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8463	84.63%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7761	77.61%
OATP1B3 inhibitior	+	0.8553	85.53%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.9364	93.64%
P-glycoprotein inhibitior	+	0.7448	74.48%
P-glycoprotein substrate	+	0.5729	57.29%
CYP3A4 substrate	+	0.7391	73.91%
CYP2C9 substrate	-	0.8027	80.27%
CYP2D6 substrate	-	0.8850	88.50%
CYP3A4 inhibition	-	0.9128	91.28%
CYP2C9 inhibition	-	0.7558	75.58%
CYP2C19 inhibition	-	0.8699	86.99%
CYP2D6 inhibition	-	0.9398	93.98%
CYP1A2 inhibition	-	0.8677	86.77%
CYP2C8 inhibition	+	0.7753	77.53%
CYP inhibitory promiscuity	-	0.9187	91.87%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5946	59.46%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.8977	89.77%
Skin irritation	-	0.5965	59.65%
Skin corrosion	-	0.9380	93.80%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7446	74.46%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.8781	87.81%
skin sensitisation	-	0.9014	90.14%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.7067	70.67%
Acute Oral Toxicity (c)	III	0.5373	53.73%
Estrogen receptor binding	+	0.7340	73.40%
Androgen receptor binding	+	0.7588	75.88%
Thyroid receptor binding	+	0.6665	66.65%
Glucocorticoid receptor binding	+	0.8090	80.90%
Aromatase binding	+	0.6892	68.92%
PPAR gamma	+	0.8228	82.28%
Honey bee toxicity	-	0.6068	60.68%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5355	53.55%
Fish aquatic toxicity	+	0.9795	97.95%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.31%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.03%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	95.44%	90.17%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	93.76%	93.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	92.71%	97.36%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	91.22%	91.24%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.45%	86.33%
CHEMBL2581	P07339	Cathepsin D	87.83%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.29%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.20%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.00%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.83%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.81%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.45%	97.09%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.38%	91.07%
CHEMBL5255	O00206	Toll-like receptor 4	84.24%	92.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.00%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.96%	94.45%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.67%	100.00%
CHEMBL237	P41145	Kappa opioid receptor	82.27%	98.10%
CHEMBL1937	Q92769	Histone deacetylase 2	80.36%	94.75%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.18%	100.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.15%	94.00%

Plants that contains it

• Maesa lanceolata

Cross-Links

• PubChem: 162848552
• LOTUS: LTS0093703
• wikiData: Q104974406