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

Details

• Internal ID: d644a89d-e94b-4504-b54b-5dff51a81231
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(2S,3S,5S)-6-[[(2R,3S,5S)-5-[(2R,3S,5R)-6-acetyloxy-3,4,5-trihydroxyoxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (4aS,6aS,6bR,10S,12aR)-10-[(2R,3S,5S)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
• SMILES (Canonical): CC(=O)OC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OCC3C(C(C(C(O3)OC(=O)C45CCC(CC4C6=CCC7C8(CCC(C(C8CCC7(C6(CC5)C)C)(C)C)OC9C(C(C(C(O9)CO)O)O)OC1C(C(C(C(O1)CO)O)O)O)C)(C)C)O)O)O)CO)O)O)O
• SMILES (Isomeric): CC(=O)OC1[C@@H](C([C@@H]([C@@H](O1)O[C@@H]2C(O[C@H]([C@H](C2O)O)OCC3[C@H](C([C@@H]([C@@H](O3)OC(=O)[C@@]45CC[C@@]6(C(=CCC7[C@]6(CCC8[C@@]7(CC[C@@H](C8(C)C)O[C@H]9[C@H](C([C@@H](C(O9)CO)O)O)O[C@H]1[C@H](C([C@@H](C(O1)CO)O)O)O)C)C)C4CC(CC5)(C)C)C)O)O)O)CO)O)O)O
• InChI: InChI=1S/C61H98O29/c1-24(65)81-50-44(76)39(71)45(77)53(89-50)87-47-29(22-64)84-49(46(78)41(47)73)80-23-30-36(68)38(70)43(75)52(85-30)90-55(79)61-17-15-56(2,3)19-26(61)25-9-10-32-58(6)13-12-33(57(4,5)31(58)11-14-60(32,8)59(25,7)16-18-61)86-54-48(40(72)35(67)28(21-63)83-54)88-51-42(74)37(69)34(66)27(20-62)82-51/h9,26-54,62-64,66-78H,10-23H2,1-8H3/t26?,27?,28?,29?,30?,31?,32?,33-,34+,35+,36+,37?,38?,39?,40?,41?,42-,43-,44+,45-,46-,47+,48-,49+,50?,51-,52-,53+,54-,58-,59+,60+,61-/m0/s1
• InChI Key: BGMWARSPQTVHEM-JKCJALMYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₆₁H₉₈O₂₉
• Molecular Weight: 1295.40 g/mol
• Exact Mass: 1294.61937708 g/mol
• Topological Polar Surface Area (TPSA): 459.00 Ų
• XlogP: -1.70
• Atomic LogP (AlogP): -3.68
• H-Bond Acceptor: 29
• H-Bond Donor: 16
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7181	71.81%
Caco-2	-	0.8706	87.06%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8914	89.14%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7802	78.02%
OATP1B3 inhibitior	-	0.5187	51.87%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.5974	59.74%
BSEP inhibitior	+	0.8900	89.00%
P-glycoprotein inhibitior	+	0.7442	74.42%
P-glycoprotein substrate	-	0.7555	75.55%
CYP3A4 substrate	+	0.7336	73.36%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8774	87.74%
CYP3A4 inhibition	-	0.9061	90.61%
CYP2C9 inhibition	-	0.8653	86.53%
CYP2C19 inhibition	-	0.9130	91.30%
CYP2D6 inhibition	-	0.9498	94.98%
CYP1A2 inhibition	-	0.8749	87.49%
CYP2C8 inhibition	+	0.7201	72.01%
CYP inhibitory promiscuity	-	0.9549	95.49%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6115	61.15%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.8980	89.80%
Skin irritation	-	0.6295	62.95%
Skin corrosion	-	0.9453	94.53%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7487	74.87%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.9072	90.72%
skin sensitisation	-	0.9028	90.28%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.8233	82.33%
Acute Oral Toxicity (c)	III	0.7689	76.89%
Estrogen receptor binding	+	0.7613	76.13%
Androgen receptor binding	+	0.7459	74.59%
Thyroid receptor binding	+	0.6140	61.40%
Glucocorticoid receptor binding	+	0.7879	78.79%
Aromatase binding	+	0.6629	66.29%
PPAR gamma	+	0.8221	82.21%
Honey bee toxicity	-	0.6424	64.24%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5705	57.05%
Fish aquatic toxicity	+	0.9722	97.22%

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	98.77%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.41%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.35%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.50%	97.09%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	92.94%	95.17%
CHEMBL2581	P07339	Cathepsin D	89.50%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.28%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	86.98%	92.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.28%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.00%	89.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	85.58%	97.36%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.81%	95.89%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.73%	96.77%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.02%	94.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.00%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.82%	86.33%

Plants that contains it

• Meryta lanceolata

Cross-Links

• PubChem: 163082204
• LOTUS: LTS0023745
• wikiData: Q104935622