(2S,3S,4S,5R,6R)-4-[(2R,3S,4R,5R,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3-hydroxy-6-[[(1R,2S,4S,5S,8S,10R,13S,14S,17S,18R,21R,22R,23S)-2,22,23-trihydroxy-4,5,9,9,13,20,20-heptamethyl-21-[(Z)-2-methylbut-2-enoyl]oxy-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracosan-10-yl]oxy]-5-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid

Details

• Internal ID: 570479b0-be1f-44f1-9374-2d6da74816cb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3S,4S,5R,6R)-4-[(2R,3S,4R,5R,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3-hydroxy-6-[[(1R,2S,4S,5S,8S,10R,13S,14S,17S,18R,21R,22R,23S)-2,22,23-trihydroxy-4,5,9,9,13,20,20-heptamethyl-21-[(Z)-2-methylbut-2-enoyl]oxy-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracosan-10-yl]oxy]-5-[(2R,3S,4R,5R,6S)-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(CC2O)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): C/C=C(/C)\C(=O)O[C@H]1[C@@H]([C@]23[C@H](C[C@]4([C@]5(CC[C@H]6[C@]([C@@H]5CC[C@@]4([C@@H]2CC1(C)C)O[C@@H]3O)(CC[C@H](C6(C)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)C(=O)O)O)O[C@@H]8[C@H]([C@@H]([C@H]([C@@H](O8)CO)O)O)O[C@@H]9[C@H]([C@@H]([C@H]([C@@H](O9)C)O)O)O)O[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)CO)O)O)O)C)C)C)O)O
• InChI: InChI=1S/C59H94O27/c1-11-22(2)47(75)85-45-44(72)59-28(18-53(45,4)5)58(86-52(59)76)17-13-27-55(8)15-14-30(54(6,7)26(55)12-16-56(27,9)57(58,10)19-29(59)62)80-51-43(84-49-38(70)35(67)32(64)24(20-60)78-49)40(39(71)41(82-51)46(73)74)81-50-42(36(68)33(65)25(21-61)79-50)83-48-37(69)34(66)31(63)23(3)77-48/h11,23-45,48-52,60-72,76H,12-21H2,1-10H3,(H,73,74)/b22-11-/t23-,24-,25-,26+,27-,28-,29-,30+,31-,32-,33-,34+,35+,36+,37-,38-,39-,40-,41-,42-,43+,44-,45-,48+,49+,50+,51+,52-,55+,56-,57-,58-,59+/m0/s1
• InChI Key: ZEWBGRYEXJOMLU-SECUQCSPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₉H₉₄O₂₇
• Molecular Weight: 1235.40 g/mol
• Exact Mass: 1234.59824772 g/mol
• Topological Polar Surface Area (TPSA): 430.00 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): -2.45
• H-Bond Acceptor: 26
• H-Bond Donor: 15
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7897	78.97%
Caco-2	-	0.8709	87.09%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8104	81.04%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7861	78.61%
OATP1B3 inhibitior	+	0.9039	90.39%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.9334	93.34%
P-glycoprotein inhibitior	+	0.7450	74.50%
P-glycoprotein substrate	+	0.5701	57.01%
CYP3A4 substrate	+	0.7391	73.91%
CYP2C9 substrate	-	0.8026	80.26%
CYP2D6 substrate	-	0.8838	88.38%
CYP3A4 inhibition	-	0.8456	84.56%
CYP2C9 inhibition	-	0.7544	75.44%
CYP2C19 inhibition	-	0.8882	88.82%
CYP2D6 inhibition	-	0.9398	93.98%
CYP1A2 inhibition	-	0.8958	89.58%
CYP2C8 inhibition	+	0.7600	76.00%
CYP inhibitory promiscuity	-	0.9494	94.94%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5765	57.65%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.8986	89.86%
Skin irritation	-	0.5476	54.76%
Skin corrosion	-	0.9378	93.78%
Ames mutagenesis	-	0.7478	74.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.7485	74.85%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.8781	87.81%
skin sensitisation	-	0.8994	89.94%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.7771	77.71%
Acute Oral Toxicity (c)	III	0.4566	45.66%
Estrogen receptor binding	+	0.7724	77.24%
Androgen receptor binding	+	0.7561	75.61%
Thyroid receptor binding	+	0.6175	61.75%
Glucocorticoid receptor binding	+	0.7963	79.63%
Aromatase binding	+	0.6658	66.58%
PPAR gamma	+	0.8159	81.59%
Honey bee toxicity	-	0.6078	60.78%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5455	54.55%
Fish aquatic toxicity	+	0.9692	96.92%

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	97.42%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.79%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	96.15%	90.17%
CHEMBL3714130	P46095	G-protein coupled receptor 6	93.35%	97.36%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	92.69%	93.00%
CHEMBL2581	P07339	Cathepsin D	88.92%	98.95%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	88.16%	91.24%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.11%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.53%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.44%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.86%	95.56%
CHEMBL5255	O00206	Toll-like receptor 4	85.46%	92.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.32%	95.50%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.85%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.27%	95.89%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.40%	93.04%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.23%	99.17%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.08%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.25%	91.07%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.86%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	80.37%	91.19%

Plants that contains it

• Maesa lanceolata

Cross-Links

• PubChem: 162875139
• LOTUS: LTS0174677
• wikiData: Q105373743