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

Details

• Internal ID: cff4cf76-c4eb-4b8b-ad9e-cde0b4fcc0a1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8aR,11R,12aS,14aR,14bR)-4,11-bis(hydroxymethyl)-4,6a,6b,8a,11,14b-hexamethyl-9-oxo-2,3,4a,5,6,7,8,10,12,12a,14,14a-dodecahydro-1H-picen-3-yl]oxy]-5-[(2S,3R,4S,5R)-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxyoxane-2-carboxylic acid
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(COC2OC3C(C(C(OC3OC4CCC5(C(C4(C)CO)CCC6(C5CC=C7C6(CCC8(C7CC(CC8=O)(C)CO)C)C)C)C)C(=O)O)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]([C@@H](CO[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)C)C)C)C(=O)O)O)O)O)O)O)O)O
• InChI: InChI=1S/C47H74O18/c1-21-29(52)31(54)34(57)39(61-21)64-36-30(53)24(50)18-60-40(36)65-37-33(56)32(55)35(38(58)59)63-41(37)62-28-11-12-44(4)25(45(28,5)20-49)10-13-47(7)26(44)9-8-22-23-16-42(2,19-48)17-27(51)43(23,3)14-15-46(22,47)6/h8,21,23-26,28-37,39-41,48-50,52-57H,9-20H2,1-7H3,(H,58,59)/t21-,23-,24+,25+,26+,28-,29-,30-,31+,32-,33-,34+,35-,36+,37+,39-,40-,41+,42+,43+,44-,45+,46+,47+/m0/s1
• InChI Key: ALXSLRHPZIAZKS-DYYQOOBCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₇₄O₁₈
• Molecular Weight: 927.10 g/mol
• Exact Mass: 926.48751551 g/mol
• Topological Polar Surface Area (TPSA): 292.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 0.52
• H-Bond Acceptor: 17
• H-Bond Donor: 10
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6935	69.35%
Caco-2	-	0.9027	90.27%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8439	84.39%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8474	84.74%
OATP1B3 inhibitior	-	0.3315	33.15%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5298	52.98%
BSEP inhibitior	+	0.8870	88.70%
P-glycoprotein inhibitior	+	0.7547	75.47%
P-glycoprotein substrate	+	0.5145	51.45%
CYP3A4 substrate	+	0.7365	73.65%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8837	88.37%
CYP3A4 inhibition	-	0.8440	84.40%
CYP2C9 inhibition	-	0.9283	92.83%
CYP2C19 inhibition	-	0.9358	93.58%
CYP2D6 inhibition	-	0.9547	95.47%
CYP1A2 inhibition	-	0.9059	90.59%
CYP2C8 inhibition	+	0.7721	77.21%
CYP inhibitory promiscuity	-	0.9773	97.73%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6071	60.71%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9073	90.73%
Skin irritation	-	0.5279	52.79%
Skin corrosion	-	0.9458	94.58%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7040	70.40%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.8375	83.75%
skin sensitisation	-	0.9251	92.51%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.7506	75.06%
Acute Oral Toxicity (c)	III	0.7253	72.53%
Estrogen receptor binding	+	0.7902	79.02%
Androgen receptor binding	+	0.7384	73.84%
Thyroid receptor binding	-	0.6076	60.76%
Glucocorticoid receptor binding	+	0.6904	69.04%
Aromatase binding	+	0.6307	63.07%
PPAR gamma	+	0.7856	78.56%
Honey bee toxicity	-	0.7186	71.86%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9440	94.40%

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	97.17%	91.11%
CHEMBL3714130	P46095	G-protein coupled receptor 6	94.62%	97.36%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.79%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.10%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	87.87%	90.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.19%	89.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	86.20%	91.07%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.32%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.32%	96.09%
CHEMBL2581	P07339	Cathepsin D	85.22%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	84.66%	94.75%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.58%	90.71%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.09%	93.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.79%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.51%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.27%	96.77%
CHEMBL5028	O14672	ADAM10	82.19%	97.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.19%	99.17%
CHEMBL4829	O00763	Acetyl-CoA carboxylase 2	80.91%	98.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.80%	92.62%

Plants that contains it

• Wisteria brachybotrys

Cross-Links

• PubChem: 101826547
• LOTUS: LTS0253419
• wikiData: Q104914428