[(2S,3R,4R,5S)-3,4-dihydroxy-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl] (4aS,6aR,6aS,6bR,8aR,9R,10R,11S,12aR,14bS)-10-[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-11-hydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

Details

• Internal ID: ed220987-991b-411a-9677-b23127ef136c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(2S,3R,4R,5S)-3,4-dihydroxy-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl] (4aS,6aR,6aS,6bR,8aR,9R,10R,11S,12aR,14bS)-10-[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-11-hydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
• SMILES (Canonical): CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CC(C(C5(C)CO)OC6C(C(C(C(O6)CO)OC7C(C(C(CO7)O)O)O)O)O)O)C)C)C2C1)C)C(=O)OC8C(C(C(CO8)OC9C(C(C(CO9)O)O)O)O)O)C
• SMILES (Isomeric): C[C@@]12CC[C@@H]3[C@@]([C@H]1CC=C4[C@]2(CC[C@@]5([C@H]4CC(CC5)(C)C)C(=O)O[C@H]6[C@@H]([C@H]([C@H](CO6)O[C@H]7[C@@H]([C@H]([C@@H](CO7)O)O)O)O)O)C)(C[C@@H]([C@@H]([C@@]3(C)CO)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)CO)O[C@H]9[C@@H]([C@H]([C@@H](CO9)O)O)O)O)O)O)C
• InChI: InChI=1S/C51H82O22/c1-46(2)11-13-51(45(65)73-43-37(63)33(59)28(20-68-43)70-41-35(61)31(57)25(55)18-66-41)14-12-49(5)22(23(51)15-46)7-8-30-47(3)16-24(54)40(48(4,21-53)29(47)9-10-50(30,49)6)72-44-38(64)34(60)39(27(17-52)69-44)71-42-36(62)32(58)26(56)19-67-42/h7,23-44,52-64H,8-21H2,1-6H3/t23-,24-,25+,26+,27+,28-,29+,30+,31-,32-,33-,34+,35+,36+,37+,38+,39+,40-,41-,42-,43-,44-,47-,48-,49+,50+,51-/m0/s1
• InChI Key: NZUOJWRDPUMQBR-FOWZTZEJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₁H₈₂O₂₂
• Molecular Weight: 1047.20 g/mol
• Exact Mass: 1046.52977424 g/mol
• Topological Polar Surface Area (TPSA): 354.00 Ų
• XlogP: -1.60
• Atomic LogP (AlogP): -2.17
• H-Bond Acceptor: 22
• H-Bond Donor: 13
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7891	78.91%
Caco-2	-	0.8862	88.62%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8567	85.67%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8612	86.12%
OATP1B3 inhibitior	-	0.5700	57.00%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6276	62.76%
BSEP inhibitior	+	0.7771	77.71%
P-glycoprotein inhibitior	+	0.7473	74.73%
P-glycoprotein substrate	-	0.5261	52.61%
CYP3A4 substrate	+	0.7294	72.94%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8587	85.87%
CYP3A4 inhibition	-	0.9300	93.00%
CYP2C9 inhibition	-	0.8838	88.38%
CYP2C19 inhibition	-	0.9101	91.01%
CYP2D6 inhibition	-	0.9422	94.22%
CYP1A2 inhibition	-	0.8933	89.33%
CYP2C8 inhibition	+	0.7071	70.71%
CYP inhibitory promiscuity	-	0.9668	96.68%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6254	62.54%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9022	90.22%
Skin irritation	-	0.6103	61.03%
Skin corrosion	-	0.9480	94.80%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7846	78.46%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.8250	82.50%
skin sensitisation	-	0.8917	89.17%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	-	0.6101	61.01%
Acute Oral Toxicity (c)	III	0.7945	79.45%
Estrogen receptor binding	+	0.7965	79.65%
Androgen receptor binding	+	0.7520	75.20%
Thyroid receptor binding	+	0.5150	51.50%
Glucocorticoid receptor binding	+	0.7505	75.05%
Aromatase binding	+	0.6788	67.88%
PPAR gamma	+	0.8124	81.24%
Honey bee toxicity	-	0.6570	65.70%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5150	51.50%
Fish aquatic toxicity	+	0.9411	94.11%

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	99.17%	91.11%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	98.46%	95.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.38%	94.45%
CHEMBL3714130	P46095	G-protein coupled receptor 6	94.44%	97.36%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	93.74%	96.77%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.02%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.60%	96.09%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	87.94%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.34%	95.89%
CHEMBL4302	P08183	P-glycoprotein 1	86.47%	92.98%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.27%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.37%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.06%	94.33%
CHEMBL2581	P07339	Cathepsin D	83.79%	98.95%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.54%	91.07%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.49%	89.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.37%	96.61%
CHEMBL340	P08684	Cytochrome P450 3A4	83.33%	91.19%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.34%	96.90%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.15%	91.24%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.02%	94.00%
CHEMBL5028	O14672	ADAM10	80.26%	97.50%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.25%	86.92%

Plants that contains it

• Argania spinosa

Cross-Links

• PubChem: 101431991
• LOTUS: LTS0151575
• wikiData: Q105188455