(3beta)-28-(beta-D-Glucopyranosyloxy)-28-oxoolean-12-EN-3-YL O-6-deoxy-alpha-L-mannopyranosyl-(1->3)-O-[beta-D-xylopyranosyl-(1->2)]-beta-D-glucopyranosiduronic acid

Details

• Internal ID: 02352bf8-c109-4af4-a960-708462ae75f4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8aS,12aS,14aR,14bR)-4,4,6a,6b,11,11,14b-heptamethyl-8a-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxycarbonyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3-hydroxy-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxane-2-carboxylic acid
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(OC(C2OC3C(C(C(CO3)O)O)O)OC4CCC5(C(C4(C)C)CCC6(C5CC=C7C6(CCC8(C7CC(CC8)(C)C)C(=O)OC9C(C(C(C(O9)CO)O)O)O)C)C)C)C(=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](O[C@H]([C@@H]2O[C@H]3[C@@H]([C@H]([C@@H](CO3)O)O)O)O[C@H]4CC[C@]5([C@H](C4(C)C)CC[C@@]6([C@@H]5CC=C7[C@]6(CC[C@@]8([C@H]7CC(CC8)(C)C)C(=O)O[C@H]9[C@@H]([C@H]([C@@H]([C@H](O9)CO)O)O)O)C)C)C)C(=O)O)O)O)O)O
• InChI: InChI=1S/C53H84O22/c1-22-30(56)33(59)36(62)44(69-22)72-39-38(64)40(42(65)66)73-46(41(39)74-43-35(61)31(57)25(55)21-68-43)71-29-12-13-50(6)27(49(29,4)5)11-14-52(8)28(50)10-9-23-24-19-48(2,3)15-17-53(24,18-16-51(23,52)7)47(67)75-45-37(63)34(60)32(58)26(20-54)70-45/h9,22,24-41,43-46,54-64H,10-21H2,1-8H3,(H,65,66)/t22-,24-,25+,26+,27-,28+,29-,30-,31-,32+,33+,34-,35+,36+,37+,38-,39-,40-,41+,43-,44-,45-,46+,50-,51+,52+,53-/m0/s1
• InChI Key: KJUYGRKBLRHDHL-BDGYRHNBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₃H₈₄O₂₂
• Molecular Weight: 1073.20 g/mol
• Exact Mass: 1072.54542430 g/mol
• Topological Polar Surface Area (TPSA): 351.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): -0.28
• H-Bond Acceptor: 21
• H-Bond Donor: 12
• Rotatable Bonds: 10

Synonyms

• HY-N12152
• CS-0892532
• E88910
• (3BETA)-28-(BETA-D-GLUCOPYRANOSYLOXY)-28-OXOOLEAN-12-EN-3-YL O-6-DEOXY-ALPHA-L-MANNOPYRANOSYL-(1->3)-O-[BETA-D-XYLOPYRANOSYL-(1->2)]-BETA-D-GLUCOPYRANOSIDURONIC ACID
• 111567-21-6

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7601	76.01%
Caco-2	-	0.8827	88.27%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8703	87.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7051	70.51%
OATP1B3 inhibitior	-	0.4610	46.10%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5026	50.26%
BSEP inhibitior	+	0.8782	87.82%
P-glycoprotein inhibitior	+	0.7499	74.99%
P-glycoprotein substrate	-	0.6495	64.95%
CYP3A4 substrate	+	0.7315	73.15%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8776	87.76%
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	+	0.7561	75.61%
CYP inhibitory promiscuity	-	0.9733	97.33%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6024	60.24%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.9015	90.15%
Skin irritation	-	0.5876	58.76%
Skin corrosion	-	0.9441	94.41%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7136	71.36%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.9875	98.75%
skin sensitisation	-	0.9013	90.13%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.9675	96.75%
Acute Oral Toxicity (c)	III	0.8023	80.23%
Estrogen receptor binding	+	0.7776	77.76%
Androgen receptor binding	+	0.7322	73.22%
Thyroid receptor binding	-	0.4942	49.42%
Glucocorticoid receptor binding	+	0.7801	78.01%
Aromatase binding	+	0.6390	63.90%
PPAR gamma	+	0.8097	80.97%
Honey bee toxicity	-	0.6488	64.88%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5355	53.55%
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	98.55%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.76%	96.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	92.01%	97.36%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.56%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.37%	86.33%
CHEMBL2581	P07339	Cathepsin D	91.13%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.04%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.61%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.76%	89.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.50%	93.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.94%	99.17%
CHEMBL226	P30542	Adenosine A1 receptor	83.77%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.67%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.78%	96.77%
CHEMBL5255	O00206	Toll-like receptor 4	82.07%	92.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.59%	95.50%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.44%	86.92%

Plants that contains it

• Bobgunnia madagascariensis
• Diospyros zombensis
• Dumasia truncata
• Swartzia simplex

Cross-Links

• PubChem: 101683774
• LOTUS: LTS0171187
• wikiData: Q105141982