[(2S,3S,5S)-6-[[(2R,3S,5S)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3S,5R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (4aS,6aS,6bR,10S,12aR)-10-[(2R,3S,5R)-4-[(2S,3S,5R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(3S,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-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: ecc7489a-db4c-45ab-bde7-edb0ade9e536
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(2S,3S,5S)-6-[[(2R,3S,5S)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3S,5R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (4aS,6aS,6bR,10S,12aR)-10-[(2R,3S,5R)-4-[(2S,3S,5R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(3S,4R,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-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): CC1C(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)OC1C(C(C(C(O1)CO)O)OC1C(C(C(CO1)O)O)O)O)O)C)(C)C)O)O)O)CO)O)O)O
• SMILES (Isomeric): CC1[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[C@H]1[C@H](C([C@@H](C(O1)CO)O)OC1[C@H]([C@@H]([C@@H](CO1)O)O)O)O)O)C)C)C4CC(CC5)(C)C)C)O)O)O)CO)O)O)O
• InChI: InChI=1S/C65H106O31/c1-25-36(70)41(75)45(79)55(87-25)93-50-31(22-68)90-53(47(81)43(50)77)86-24-32-38(72)42(76)46(80)56(91-32)96-59(84)65-17-15-60(2,3)19-27(65)26-9-10-34-62(6)13-12-35(61(4,5)33(62)11-14-64(34,8)63(26,7)16-18-65)92-57-48(82)52(40(74)29(20-66)88-57)95-58-49(83)51(39(73)30(21-67)89-58)94-54-44(78)37(71)28(69)23-85-54/h9,25,27-58,66-83H,10-24H2,1-8H3/t25?,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?,55+,56+,57+,58+,62+,63-,64-,65+/m1/s1
• InChI Key: FWZFJTSLNSCMKS-UFBIDWOVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₅H₁₀₆O₃₁
• Molecular Weight: 1383.50 g/mol
• Exact Mass: 1382.6718066 g/mol
• Topological Polar Surface Area (TPSA): 492.00 Ų
• XlogP: -2.80
• Atomic LogP (AlogP): -4.72
• H-Bond Acceptor: 31
• H-Bond Donor: 18
• Rotatable Bonds: 16

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	-	0.8723	87.23%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8567	85.67%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8030	80.30%
OATP1B3 inhibitior	-	0.5700	57.00%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6276	62.76%
BSEP inhibitior	+	0.9098	90.98%
P-glycoprotein inhibitior	+	0.7440	74.40%
P-glycoprotein substrate	-	0.5723	57.23%
CYP3A4 substrate	+	0.7375	73.75%
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	+	0.7496	74.96%
CYP inhibitory promiscuity	-	0.9668	96.68%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6254	62.54%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.8982	89.82%
Skin irritation	-	0.6103	61.03%
Skin corrosion	-	0.9480	94.80%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7724	77.24%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.9250	92.50%
skin sensitisation	-	0.8917	89.17%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	-	0.9618	96.18%
Acute Oral Toxicity (c)	III	0.7945	79.45%
Estrogen receptor binding	+	0.7710	77.10%
Androgen receptor binding	+	0.7411	74.11%
Thyroid receptor binding	+	0.6264	62.64%
Glucocorticoid receptor binding	+	0.7794	77.94%
Aromatase binding	+	0.6599	65.99%
PPAR gamma	+	0.8201	82.01%
Honey bee toxicity	-	0.6408	64.08%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5305	53.05%
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	99.19%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.05%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.80%	97.09%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	92.99%	95.17%
CHEMBL3714130	P46095	G-protein coupled receptor 6	92.79%	97.36%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.16%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.83%	94.45%
CHEMBL226	P30542	Adenosine A1 receptor	89.33%	95.93%
CHEMBL2581	P07339	Cathepsin D	89.15%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.90%	89.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.09%	96.77%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.98%	95.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.87%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.92%	96.61%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.81%	95.56%
CHEMBL5255	O00206	Toll-like receptor 4	84.03%	92.50%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.80%	86.92%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.66%	97.25%
CHEMBL5028	O14672	ADAM10	80.31%	97.50%

Plants that contains it

• Meryta lanceolata

Cross-Links

• PubChem: 162972756
• LOTUS: LTS0175699
• wikiData: Q105003736