Vomifoliol 9-(6-O-beta-D-apiofuranosyl-beta-D-glucopyranoside)

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	8b94dff7-cf8d-4160-9bc6-b4be20530146
Taxonomy	Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
IUPAC Name	(4S)-4-[(E,3R)-3-[(2R,3R,4S,5S,6R)-6-[[(2R,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl]oxybut-1-enyl]-4-hydroxy-3,5,5-trimethylcyclohex-2-en-1-one
SMILES (Canonical)	CC1=CC(=O)CC(C1(C=CC(C)OC2C(C(C(C(O2)COC3C(C(CO3)(CO)O)O)O)O)O)O)(C)C
SMILES (Isomeric)	CC1=CC(=O)CC([C@]1(/C=C/[C@@H](C)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO[C@H]3[C@@H]([C@](CO3)(CO)O)O)O)O)O)O)(C)C
InChI	InChI=1S/C24H38O12/c1-12-7-14(26)8-22(3,4)24(12,32)6-5-13(2)35-20-18(29)17(28)16(27)15(36-20)9-33-21-19(30)23(31,10-25)11-34-21/h5-7,13,15-21,25,27-32H,8-11H2,1-4H3/b6-5+/t13-,15-,16-,17+,18-,19+,20-,21-,23-,24-/m1/s1
InChI Key	WGPMCTNBJPAHNW-QZYKCYMZSA-N
Popularity	1 reference in papers

Physical and Chemical Properties

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Molecular Formula	C₂₄H₃₈O₁₂
Molecular Weight	518.60 g/mol
Exact Mass	518.23632664 g/mol
Topological Polar Surface Area (TPSA)	196.00 Å²
XlogP	-2.80
Atomic LogP (AlogP)	-2.11
H-Bond Acceptor	12
H-Bond Donor	7
Rotatable Bonds	8

Synonyms

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Vomifoliol 9-(6-O-beta-D-apiofuranosyl-beta-D-glucopyranoside)

[(1R,2E)-1-Methyl-3-[(1S)-1-hydroxy-2,6,6-trimethyl-4-oxo-2-cyclohexene-1-yl]-2-propenyl]6-O-D-apio-beta-D-furanosyl-beta-D-glucopyranoside

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	-	0.5387	53.87%
Caco-2	-	0.8449	84.49%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7982	79.82%
OATP2B1 inhibitior	-	0.8615	86.15%
OATP1B1 inhibitior	+	0.8674	86.74%
OATP1B3 inhibitior	+	0.9028	90.28%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7825	78.25%
P-glycoprotein inhibitior	-	0.5543	55.43%
P-glycoprotein substrate	-	0.6789	67.89%
CYP3A4 substrate	+	0.6896	68.96%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8856	88.56%
CYP3A4 inhibition	-	0.9239	92.39%
CYP2C9 inhibition	-	0.8365	83.65%
CYP2C19 inhibition	-	0.8635	86.35%
CYP2D6 inhibition	-	0.9269	92.69%
CYP1A2 inhibition	-	0.9040	90.40%
CYP2C8 inhibition	-	0.6562	65.62%
CYP inhibitory promiscuity	-	0.8525	85.25%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6159	61.59%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9567	95.67%
Skin irritation	-	0.7451	74.51%
Skin corrosion	-	0.9507	95.07%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.7073	70.73%
skin sensitisation	-	0.8269	82.69%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.7271	72.71%
Acute Oral Toxicity (c)	III	0.5486	54.86%
Estrogen receptor binding	+	0.6144	61.44%
Androgen receptor binding	+	0.5916	59.16%
Thyroid receptor binding	+	0.5588	55.88%
Glucocorticoid receptor binding	-	0.4662	46.62%
Aromatase binding	+	0.6772	67.72%
PPAR gamma	+	0.6458	64.58%
Honey bee toxicity	-	0.7507	75.07%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.8427	84.27%

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
CHEMBL226	P30542	Adenosine A1 receptor	97.63%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.50%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.17%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.44%	97.25%
CHEMBL2581	P07339	Cathepsin D	93.88%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	90.64%	94.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.62%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.49%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.31%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.15%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.43%	99.23%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.29%	96.47%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.08%	96.77%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	87.18%	97.47%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.85%	97.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.72%	96.00%
CHEMBL220	P22303	Acetylcholinesterase	84.75%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.24%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.83%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	83.01%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.88%	95.89%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	82.30%	92.32%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.27%	98.75%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.16%	95.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.08%	94.00%
CHEMBL1951	P21397	Monoamine oxidase A	80.66%	91.49%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.49%	91.07%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.15%	97.21%

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.

Artemisia pedemontana subsp. assoana

Astragalus sempervirens

Calostephane divaricata