[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (4aS,6aR,6aS,6bR,10S,11S,12aS,14bR)-10,11-dihydroxy-12a-(hydroxymethyl)-2,2,6a,6b,9,9-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	044a24e0-26c6-4929-98df-f3267032c64f
Taxonomy	Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name	[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (4aS,6aR,6aS,6bR,10S,11S,12aS,14bR)-10,11-dihydroxy-12a-(hydroxymethyl)-2,2,6a,6b,9,9-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
SMILES (Canonical)	CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CC(C(C5(C)C)O)O)CO)C)C2C1)C)C(=O)OC6C(C(C(C(O6)CO)O)O)O)C
SMILES (Isomeric)	C[C@@]12CCC3[C@@]([C@@H]1CC=C4[C@]2(CC[C@@]5([C@@H]4CC(CC5)(C)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C)(C[C@@H]([C@H](C3(C)C)O)O)CO
InChI	InChI=1S/C36H58O10/c1-31(2)11-13-35(30(44)46-29-27(42)26(41)25(40)22(17-37)45-29)14-12-33(5)19(20(35)15-31)7-8-24-34(33,6)10-9-23-32(3,4)28(43)21(39)16-36(23,24)18-38/h7,20-29,37-43H,8-18H2,1-6H3/t20-,21+,22-,23?,24-,25-,26+,27-,28-,29+,33-,34-,35+,36-/m1/s1
InChI Key	IGWNEOKIHCAVIU-FZFZDMCWSA-N
Popularity	5 references in papers

Physical and Chemical Properties

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Molecular Formula	C₃₆H₅₈O₁₀
Molecular Weight	650.80 g/mol
Exact Mass	650.40299804 g/mol
Topological Polar Surface Area (TPSA)	177.00 Å²
XlogP	3.50
Atomic LogP (AlogP)	2.44
H-Bond Acceptor	10
H-Bond Donor	7
Rotatable Bonds	4

Synonyms

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[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (4aS,6aR,6aS,6bR,10S,11S,12aS,14bR)-10,11-dihydroxy-12a-(hydroxymethyl)-2,2,6a,6b,9,9-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

beta-D-Glucopyranosyl 2alpha,3beta,19alpha-trihydroolean-12-en-28-oate

DTXSID50953335

E80534

1-O-(2,3,25-Trihydroxy-28-oxoolean-12-en-28-yl)hexopyranose

Olean-12-en-28-oic acid, 2,3,19-trihydroxy-, beta-D-glucopyranosyl ester, (2alpha,3beta,19alpha)-

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8280	82.80%
Caco-2	-	0.8318	83.18%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.8569	85.69%
OATP2B1 inhibitior	-	0.5802	58.02%
OATP1B1 inhibitior	+	0.8038	80.38%
OATP1B3 inhibitior	-	0.5000	50.00%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6526	65.26%
BSEP inhibitior	+	0.5515	55.15%
P-glycoprotein inhibitior	+	0.6678	66.78%
P-glycoprotein substrate	-	0.8399	83.99%
CYP3A4 substrate	+	0.6913	69.13%
CYP2C9 substrate	-	0.8050	80.50%
CYP2D6 substrate	-	0.8436	84.36%
CYP3A4 inhibition	-	0.8968	89.68%
CYP2C9 inhibition	-	0.8549	85.49%
CYP2C19 inhibition	-	0.8686	86.86%
CYP2D6 inhibition	-	0.9356	93.56%
CYP1A2 inhibition	-	0.8265	82.65%
CYP2C8 inhibition	+	0.5581	55.81%
CYP inhibitory promiscuity	-	0.9540	95.40%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6921	69.21%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9192	91.92%
Skin irritation	-	0.6263	62.63%
Skin corrosion	-	0.9494	94.94%
Ames mutagenesis	-	0.8000	80.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6413	64.13%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.8944	89.44%
skin sensitisation	-	0.8865	88.65%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.7347	73.47%
Acute Oral Toxicity (c)	III	0.8000	80.00%
Estrogen receptor binding	+	0.6726	67.26%
Androgen receptor binding	+	0.7325	73.25%
Thyroid receptor binding	-	0.5294	52.94%
Glucocorticoid receptor binding	+	0.6684	66.84%
Aromatase binding	+	0.6299	62.99%
PPAR gamma	+	0.6272	62.72%
Honey bee toxicity	-	0.7492	74.92%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6450	64.50%
Fish aquatic toxicity	+	0.9499	94.99%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
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%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.58%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.50%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.93%	94.45%
CHEMBL2581	P07339	Cathepsin D	88.52%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.72%	96.77%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.99%	96.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.44%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.96%	95.56%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.42%	95.50%
CHEMBL5255	O00206	Toll-like receptor 4	82.48%	92.50%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.98%	86.92%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.09%	95.89%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Combretum quadrangulare