(2S,3S,4S,5R,6R)-6-[[(2S,3R,4aR,6aR,6bS,8R,8aR,12aS,14aR,14bR)-8a-[(2S,3R,4S,5S)-3-[(2S,3R,4S,5R,6S)-5-[(2S,3R,4S,5R)-3,5-dihydroxy-4-[(2S,3R,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxycarbonyl-2,8-dihydroxy-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

Details

• Internal ID: 54e7ca0b-9f9c-40d0-be32-ae61e778bffc
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3S,4S,5R,6R)-6-[[(2S,3R,4aR,6aR,6bS,8R,8aR,12aS,14aR,14bR)-8a-[(2S,3R,4S,5S)-3-[(2S,3R,4S,5R,6S)-5-[(2S,3R,4S,5R)-3,5-dihydroxy-4-[(2S,3R,4R,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl]oxycarbonyl-2,8-dihydroxy-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(COC2OC(=O)C34CCC(CC3C5=CCC6C(C5(CC4O)C)(CCC7C6(CC(C(C7(C)C)OC8C(C(C(C(O8)C(=O)O)O)O)O)O)C)C)(C)C)O)O)O)O)OC9C(C(C(CO9)O)OC1C(C(C(CO1)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](CO[C@H]2OC(=O)[C@]34CCC(C[C@H]3C5=CC[C@H]6[C@]([C@@]5(C[C@H]4O)C)(CC[C@@H]7[C@@]6(C[C@@H]([C@@H](C7(C)C)O[C@H]8[C@@H]([C@H]([C@@H]([C@H](O8)C(=O)O)O)O)O)O)C)C)(C)C)O)O)O)O)O[C@H]9[C@@H]([C@H]([C@@H](CO9)O)O[C@H]1[C@@H]([C@@H]([C@H](CO1)O)O)O)O
• InChI: InChI=1S/C57H90O27/c1-21-40(79-47-39(71)41(27(61)20-76-47)80-46-36(68)31(63)25(59)18-75-46)35(67)38(70)48(78-21)82-43-32(64)26(60)19-77-50(43)84-51(74)57-14-13-52(2,3)15-23(57)22-9-10-29-54(6)16-24(58)44(83-49-37(69)33(65)34(66)42(81-49)45(72)73)53(4,5)28(54)11-12-55(29,7)56(22,8)17-30(57)62/h9,21,23-44,46-50,58-71H,10-20H2,1-8H3,(H,72,73)/t21-,23-,24-,25-,26-,27+,28-,29+,30+,31+,32-,33-,34-,35-,36+,37+,38+,39+,40-,41-,42-,43+,44-,46-,47-,48-,49-,50-,54-,55+,56+,57+/m0/s1
• InChI Key: FQMCSBNLJMQJNU-VBRAHOAHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₇H₉₀O₂₇
• Molecular Weight: 1207.30 g/mol
• Exact Mass: 1206.56694759 g/mol
• Topological Polar Surface Area (TPSA): 430.00 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -3.23
• H-Bond Acceptor: 26
• H-Bond Donor: 15
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8225	82.25%
Caco-2	-	0.8736	87.36%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8714	87.14%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	-	0.3186	31.86%
OATP1B3 inhibitior	-	0.2615	26.15%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5276	52.76%
BSEP inhibitior	+	0.9537	95.37%
P-glycoprotein inhibitior	+	0.7450	74.50%
P-glycoprotein substrate	+	0.5751	57.51%
CYP3A4 substrate	+	0.7308	73.08%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8786	87.86%
CYP3A4 inhibition	-	0.9163	91.63%
CYP2C9 inhibition	-	0.8819	88.19%
CYP2C19 inhibition	-	0.9253	92.53%
CYP2D6 inhibition	-	0.9443	94.43%
CYP1A2 inhibition	-	0.9012	90.12%
CYP2C8 inhibition	+	0.7657	76.57%
CYP inhibitory promiscuity	-	0.9829	98.29%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5774	57.74%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.8987	89.87%
Skin irritation	-	0.5887	58.87%
Skin corrosion	-	0.9396	93.96%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7745	77.45%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.7194	71.94%
skin sensitisation	-	0.8686	86.86%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.8728	87.28%
Acute Oral Toxicity (c)	III	0.6362	63.62%
Estrogen receptor binding	+	0.7787	77.87%
Androgen receptor binding	+	0.7501	75.01%
Thyroid receptor binding	+	0.6340	63.40%
Glucocorticoid receptor binding	+	0.8069	80.69%
Aromatase binding	+	0.6618	66.18%
PPAR gamma	+	0.8361	83.61%
Honey bee toxicity	-	0.6716	67.16%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5245	52.45%
Fish aquatic toxicity	+	0.9756	97.56%

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	98.48%	91.11%
CHEMBL3714130	P46095	G-protein coupled receptor 6	93.57%	97.36%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.17%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.22%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.88%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.20%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.36%	96.77%
CHEMBL5028	O14672	ADAM10	86.17%	97.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.29%	93.00%
CHEMBL340	P08684	Cytochrome P450 3A4	84.20%	91.19%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.78%	91.07%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.53%	100.00%
CHEMBL2581	P07339	Cathepsin D	82.19%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.13%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.98%	95.89%
CHEMBL4302	P08183	P-glycoprotein 1	81.50%	92.98%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.23%	99.23%

Plants that contains it

• Codonopsis lanceolata

Cross-Links

• PubChem: 162959661
• LOTUS: LTS0122271
• wikiData: Q104999714