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

Details

• Internal ID: 83d5230a-690f-47d6-b528-621e7e069259
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(2S,3R,4S,5S,6R)-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-6-[[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl] (1R,2R,4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-1-hydroxy-1,2,6a,6b,9,9,12a-heptamethyl-10-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
• SMILES (Canonical): CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)OC6C(C(C(CO6)O)O)O)C)C)C2C1(C)O)C)C(=O)OC7C(C(C(C(O7)COC8C(C(C(CO8)O)O)O)O)O)OC9C(C(C(C(O9)C)O)O)O
• SMILES (Isomeric): C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)O[C@H]6[C@@H]([C@H]([C@H](CO6)O)O)O)C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO[C@H]8[C@@H]([C@H]([C@@H](CO8)O)O)O)O)O)O[C@H]9[C@@H]([C@@H]([C@H]([C@@H](O9)C)O)O)O
• InChI: InChI=1S/C52H84O21/c1-22-11-16-52(46(64)73-45-40(72-44-39(63)35(59)31(55)23(2)69-44)36(60)34(58)27(70-45)21-68-42-37(61)32(56)25(53)19-66-42)18-17-49(6)24(41(52)51(22,8)65)9-10-29-48(5)14-13-30(47(3,4)28(48)12-15-50(29,49)7)71-43-38(62)33(57)26(54)20-67-43/h9,22-23,25-45,53-63,65H,10-21H2,1-8H3/t22-,23+,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+/m1/s1
• InChI Key: MKVWFPGHWAHUHX-GTZJQVOISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₂H₈₄O₂₁
• Molecular Weight: 1045.20 g/mol
• Exact Mass: 1044.55050968 g/mol
• Topological Polar Surface Area (TPSA): 334.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -0.76
• H-Bond Acceptor: 21
• H-Bond Donor: 12
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8271	82.71%
Caco-2	-	0.8880	88.80%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8653	86.53%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7936	79.36%
OATP1B3 inhibitior	-	0.4215	42.15%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6776	67.76%
BSEP inhibitior	+	0.8513	85.13%
P-glycoprotein inhibitior	+	0.7483	74.83%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.7397	73.97%
CYP2C9 substrate	-	0.7970	79.70%
CYP2D6 substrate	-	0.8643	86.43%
CYP3A4 inhibition	-	0.9495	94.95%
CYP2C9 inhibition	-	0.8812	88.12%
CYP2C19 inhibition	-	0.8995	89.95%
CYP2D6 inhibition	-	0.9413	94.13%
CYP1A2 inhibition	-	0.8966	89.66%
CYP2C8 inhibition	+	0.6988	69.88%
CYP inhibitory promiscuity	-	0.9650	96.50%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6211	62.11%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9030	90.30%
Skin irritation	-	0.5934	59.34%
Skin corrosion	-	0.9470	94.70%
Ames mutagenesis	-	0.6970	69.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7403	74.03%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.8176	81.76%
skin sensitisation	-	0.8767	87.67%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	-	0.9655	96.55%
Acute Oral Toxicity (c)	III	0.7349	73.49%
Estrogen receptor binding	+	0.7958	79.58%
Androgen receptor binding	+	0.7395	73.95%
Thyroid receptor binding	+	0.5220	52.20%
Glucocorticoid receptor binding	+	0.7591	75.91%
Aromatase binding	+	0.6356	63.56%
PPAR gamma	+	0.8174	81.74%
Honey bee toxicity	-	0.6721	67.21%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5550	55.50%
Fish aquatic toxicity	+	0.9671	96.71%

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	98.10%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.78%	96.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	96.72%	97.36%
CHEMBL2581	P07339	Cathepsin D	96.04%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.39%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	93.86%	95.93%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	93.10%	96.77%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.23%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.06%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.58%	86.33%
CHEMBL5255	O00206	Toll-like receptor 4	87.85%	92.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.38%	89.00%
CHEMBL5028	O14672	ADAM10	83.82%	97.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.75%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.60%	100.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.90%	96.90%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	80.73%	95.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.39%	94.00%

Plants that contains it

• Ilex crenata

Cross-Links

• PubChem: 101630398
• LOTUS: LTS0129632
• wikiData: Q105166259