(2S,3R,4R,5R,6R)-6-[[(3S,4R,6aR,8aS,14bR)-8a-carboxy-4-formyl-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3-[(2S,3R,4S,5R)-3,5-dihydroxy-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-4-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid

Details

• Internal ID: 12fa73fa-c6f0-4a1d-9b0b-b97527e3c233
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3R,4R,5R,6R)-6-[[(3S,4R,6aR,8aS,14bR)-8a-carboxy-4-formyl-4,6a,6b,11,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3-[(2S,3R,4S,5R)-3,5-dihydroxy-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-4-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxane-2-carboxylic acid
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(COC(C2O)OC3C(C(C(OC3C(=O)O)OC4CCC5(C(C4(C)C=O)CCC6(C5CC=C7C6(CCC8(C7CC(CC8)(C)C)C(=O)O)C)C)C)O)OC9C(C(C(C(O9)CO)O)O)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](CO[C@H]([C@@H]2O)O[C@@H]3[C@@H]([C@H]([C@@H](O[C@@H]3C(=O)O)O[C@H]4CC[C@]5(C([C@@]4(C)C=O)CC[C@@]6(C5CC=C7C6(CC[C@@]8(C7CC(CC8)(C)C)C(=O)O)C)C)C)O)O[C@H]9[C@@H]([C@H]([C@H]([C@H](O9)CO)O)O)O)O)O)O)O
• InChI: InChI=1S/C53H82O23/c1-22-30(57)32(59)34(61)44(70-22)73-38-25(56)20-69-43(36(38)63)75-40-39(74-45-35(62)33(60)31(58)26(19-54)71-45)37(64)46(76-41(40)42(65)66)72-29-11-12-49(4)27(50(29,5)21-55)10-13-52(7)28(49)9-8-23-24-18-48(2,3)14-16-53(24,47(67)68)17-15-51(23,52)6/h8,21-22,24-41,43-46,54,56-64H,9-20H2,1-7H3,(H,65,66)(H,67,68)/t22-,24?,25+,26+,27?,28?,29-,30-,31-,32+,33-,34+,35+,36+,37+,38-,39+,40+,41-,43-,44-,45-,46+,49-,50+,51?,52+,53-/m0/s1
• InChI Key: JPFWQSOKCZNQKX-VKLSTLATSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₃H₈₂O₂₃
• Molecular Weight: 1087.20 g/mol
• Exact Mass: 1086.52468886 g/mol
• Topological Polar Surface Area (TPSA): 368.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): -0.53
• H-Bond Acceptor: 21
• H-Bond Donor: 12
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7601	76.01%
Caco-2	-	0.8768	87.68%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.8703	87.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7155	71.55%
OATP1B3 inhibitior	-	0.4610	46.10%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5026	50.26%
BSEP inhibitior	+	0.9204	92.04%
P-glycoprotein inhibitior	+	0.7477	74.77%
P-glycoprotein substrate	-	0.5150	51.50%
CYP3A4 substrate	+	0.7281	72.81%
CYP2C9 substrate	-	0.8127	81.27%
CYP2D6 substrate	-	0.8768	87.68%
CYP3A4 inhibition	-	0.8310	83.10%
CYP2C9 inhibition	-	0.8704	87.04%
CYP2C19 inhibition	-	0.9216	92.16%
CYP2D6 inhibition	-	0.9491	94.91%
CYP1A2 inhibition	-	0.9009	90.09%
CYP2C8 inhibition	+	0.7320	73.20%
CYP inhibitory promiscuity	-	0.9733	97.33%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6024	60.24%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9017	90.17%
Skin irritation	-	0.5876	58.76%
Skin corrosion	-	0.9441	94.41%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7377	73.77%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.9000	90.00%
skin sensitisation	-	0.9013	90.13%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.9296	92.96%
Acute Oral Toxicity (c)	III	0.8023	80.23%
Estrogen receptor binding	+	0.8040	80.40%
Androgen receptor binding	+	0.7437	74.37%
Thyroid receptor binding	+	0.5319	53.19%
Glucocorticoid receptor binding	+	0.7397	73.97%
Aromatase binding	+	0.6068	60.68%
PPAR gamma	+	0.8114	81.14%
Honey bee toxicity	-	0.6823	68.23%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6155	61.55%
Fish aquatic toxicity	+	0.9585	95.85%

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	97.85%	91.11%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	95.73%	95.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.51%	95.56%
CHEMBL3714130	P46095	G-protein coupled receptor 6	92.29%	97.36%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.22%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.15%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.71%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.77%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.80%	89.00%
CHEMBL2581	P07339	Cathepsin D	88.31%	98.95%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.45%	93.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.85%	96.77%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.94%	95.50%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	82.89%	89.44%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.58%	99.17%
CHEMBL226	P30542	Adenosine A1 receptor	82.17%	95.93%
CHEMBL5028	O14672	ADAM10	81.15%	97.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.79%	100.00%

Plants that contains it

• Koelreuteria paniculata

Cross-Links

• PubChem: 6325487
• NPASS: NPC102186