methyl (2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8aR,11S,12aS,14aR,14bR)-4-(hydroxymethyl)-4,6a,6b,8a,11,14b-hexamethyl-9-oxo-11-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-2,3,4a,5,6,7,8,10,12,12a,14,14a-dodecahydro-1H-picen-3-yl]oxy]-5-[(2S,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxyoxane-2-carboxylate

Details

• Internal ID: 76ae07b1-c8b3-48dd-805b-3efa3303c94d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: methyl (2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8aR,11S,12aS,14aR,14bR)-4-(hydroxymethyl)-4,6a,6b,8a,11,14b-hexamethyl-9-oxo-11-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-2,3,4a,5,6,7,8,10,12,12a,14,14a-dodecahydro-1H-picen-3-yl]oxy]-5-[(2S,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxyoxane-2-carboxylate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3C(C(C(OC3OC4CCC5(C(C4(C)CO)CCC6(C5CC=C7C6(CCC8(C7CC(CC8=O)(C)COC9C(C(C(C(O9)CO)O)O)O)C)C)C)C)C(=O)OC)O)O)CO)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@H]([C@H](O[C@H]2O[C@@H]3[C@H]([C@@H]([C@H](O[C@H]3O[C@H]4CC[C@]5([C@H]([C@@]4(C)CO)CC[C@@]6([C@@H]5CC=C7[C@]6(CC[C@@]8([C@H]7C[C@](CC8=O)(C)CO[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)C)C)C)C)C(=O)OC)O)O)CO)O)O)O)O)O
• InChI: InChI=1S/C55H88O24/c1-23-32(60)35(63)41(69)47(73-23)78-43-37(65)34(62)27(20-57)75-48(43)79-44-39(67)38(66)42(45(70)71-8)77-49(44)76-31-12-13-52(4)28(53(31,5)21-58)11-14-55(7)29(52)10-9-24-25-17-50(2,18-30(59)51(25,3)15-16-54(24,55)6)22-72-46-40(68)36(64)33(61)26(19-56)74-46/h9,23,25-29,31-44,46-49,56-58,60-69H,10-22H2,1-8H3/t23-,25-,26+,27+,28+,29+,31-,32-,33+,34-,35+,36-,37-,38-,39-,40+,41+,42-,43+,44+,46+,47-,48-,49+,50-,51+,52-,53+,54+,55+/m0/s1
• InChI Key: MDKDLZMJAGKEPD-KBQVMRLGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₅H₈₈O₂₄
• Molecular Weight: 1133.30 g/mol
• Exact Mass: 1132.56655367 g/mol
• Topological Polar Surface Area (TPSA): 380.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -2.20
• H-Bond Acceptor: 24
• H-Bond Donor: 13
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6450	64.50%
Caco-2	-	0.8838	88.38%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8410	84.10%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8448	84.48%
OATP1B3 inhibitior	-	0.2591	25.91%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.5021	50.21%
BSEP inhibitior	+	0.9218	92.18%
P-glycoprotein inhibitior	+	0.7480	74.80%
P-glycoprotein substrate	+	0.5327	53.27%
CYP3A4 substrate	+	0.7437	74.37%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8833	88.33%
CYP3A4 inhibition	-	0.9325	93.25%
CYP2C9 inhibition	-	0.9274	92.74%
CYP2C19 inhibition	-	0.9129	91.29%
CYP2D6 inhibition	-	0.9549	95.49%
CYP1A2 inhibition	-	0.8851	88.51%
CYP2C8 inhibition	+	0.7758	77.58%
CYP inhibitory promiscuity	-	0.9658	96.58%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6068	60.68%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.8999	89.99%
Skin irritation	-	0.6260	62.60%
Skin corrosion	-	0.9468	94.68%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7647	76.47%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.9199	91.99%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	+	0.5687	56.87%
Acute Oral Toxicity (c)	III	0.6420	64.20%
Estrogen receptor binding	+	0.7757	77.57%
Androgen receptor binding	+	0.7514	75.14%
Thyroid receptor binding	+	0.5526	55.26%
Glucocorticoid receptor binding	+	0.7828	78.28%
Aromatase binding	+	0.6588	65.88%
PPAR gamma	+	0.8158	81.58%
Honey bee toxicity	-	0.6771	67.71%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9298	92.98%

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	98.57%	91.11%
CHEMBL3714130	P46095	G-protein coupled receptor 6	93.94%	97.36%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.24%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.73%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.08%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.60%	97.09%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.36%	91.07%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.18%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.61%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.45%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.36%	99.23%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.03%	92.62%
CHEMBL1937	Q92769	Histone deacetylase 2	83.72%	94.75%
CHEMBL332	P03956	Matrix metalloproteinase-1	82.68%	94.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.51%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.43%	89.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	82.06%	96.90%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.81%	94.33%
CHEMBL2916	O14746	Telomerase reverse transcriptase	80.61%	90.00%
CHEMBL5028	O14672	ADAM10	80.44%	97.50%
CHEMBL5255	O00206	Toll-like receptor 4	80.33%	92.50%
CHEMBL2581	P07339	Cathepsin D	80.21%	98.95%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.20%	95.50%

Plants that contains it

• Sophora tonkinensis

Cross-Links

• PubChem: 162910239
• LOTUS: LTS0220226
• wikiData: Q105161809