(2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-4,4,6a,6b,11,11,14b-heptamethyl-8a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4-hydroxy-5-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxane-2-carboxylic acid

Details

• Internal ID: e2db80b3-ac03-4a13-a30d-9bd800089010
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-4,4,6a,6b,11,11,14b-heptamethyl-8a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4-hydroxy-5-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxane-2-carboxylic acid
• SMILES (Canonical): CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)OC6C(C(C(C(O6)C(=O)O)OC7C(C(CO7)(CO)O)O)O)OC8C(C(C(CO8)O)O)O)C)C)C2C1)C)C(=O)OC9C(C(C(C(O9)CO)O)O)O)C
• SMILES (Isomeric): C[C@]12CC[C@@H](C([C@@H]1CC[C@@]3([C@@H]2CC=C4[C@]3(CC[C@@]5([C@H]4CC(CC5)(C)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C)C)(C)C)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)C(=O)O)O[C@H]8[C@@H]([C@](CO8)(CO)O)O)O)O[C@H]9[C@@H]([C@H]([C@H](CO9)O)O)O
• InChI: InChI=1S/C52H82O22/c1-46(2)14-16-51(45(65)74-42-34(60)32(58)31(57)26(19-53)69-42)17-15-49(6)23(24(51)18-46)8-9-28-48(5)12-11-29(47(3,4)27(48)10-13-50(28,49)7)70-43-37(72-41-33(59)30(56)25(55)20-67-41)35(61)36(38(73-43)40(63)64)71-44-39(62)52(66,21-54)22-68-44/h8,24-39,41-44,53-62,66H,9-22H2,1-7H3,(H,63,64)/t24-,25-,26+,27-,28+,29-,30-,31+,32-,33+,34+,35-,36-,37+,38-,39-,41-,42-,43+,44-,48-,49+,50+,51-,52+/m0/s1
• InChI Key: ONUNLZYESYXULR-NZHKPDQCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₂H₈₂O₂₂
• Molecular Weight: 1059.20 g/mol
• Exact Mass: 1058.52977424 g/mol
• Topological Polar Surface Area (TPSA): 351.00 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): -0.66
• H-Bond Acceptor: 21
• H-Bond Donor: 12
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8427	84.27%
Caco-2	-	0.8814	88.14%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8733	87.33%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7536	75.36%
OATP1B3 inhibitior	+	0.8381	83.81%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.8558	85.58%
P-glycoprotein inhibitior	+	0.7489	74.89%
P-glycoprotein substrate	-	0.5850	58.50%
CYP3A4 substrate	+	0.7395	73.95%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8811	88.11%
CYP3A4 inhibition	-	0.8187	81.87%
CYP2C9 inhibition	-	0.8372	83.72%
CYP2C19 inhibition	-	0.9259	92.59%
CYP2D6 inhibition	-	0.9408	94.08%
CYP1A2 inhibition	-	0.9133	91.33%
CYP2C8 inhibition	+	0.7731	77.31%
CYP inhibitory promiscuity	-	0.9476	94.76%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4689	46.89%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.9012	90.12%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9368	93.68%
Ames mutagenesis	-	0.7170	71.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7300	73.00%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.9000	90.00%
skin sensitisation	-	0.9098	90.98%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.8248	82.48%
Acute Oral Toxicity (c)	III	0.6742	67.42%
Estrogen receptor binding	+	0.7570	75.70%
Androgen receptor binding	+	0.7467	74.67%
Thyroid receptor binding	+	0.5386	53.86%
Glucocorticoid receptor binding	+	0.7700	77.00%
Aromatase binding	+	0.6373	63.73%
PPAR gamma	+	0.8061	80.61%
Honey bee toxicity	-	0.6591	65.91%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.00%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.66%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.25%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.17%	94.45%
CHEMBL3714130	P46095	G-protein coupled receptor 6	92.94%	97.36%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.31%	96.09%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	90.80%	95.17%
CHEMBL226	P30542	Adenosine A1 receptor	90.46%	95.93%
CHEMBL2581	P07339	Cathepsin D	90.01%	98.95%
CHEMBL4302	P08183	P-glycoprotein 1	89.09%	92.98%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.58%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.48%	100.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.28%	86.92%
CHEMBL221	P23219	Cyclooxygenase-1	88.08%	90.17%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.88%	94.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.70%	89.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.93%	96.77%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	85.66%	83.57%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.45%	95.50%
CHEMBL5255	O00206	Toll-like receptor 4	83.61%	92.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.22%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.09%	99.17%
CHEMBL340	P08684	Cytochrome P450 3A4	80.74%	91.19%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.39%	91.07%

Plants that contains it

• Heptapleurum arboricola

Cross-Links

• PubChem: 101251610
• LOTUS: LTS0214756
• wikiData: Q105195118