(4S)-4-[(R,E)-3-(beta-D-Glucopyranosyloxy)-1-butenyl]-3beta,4beta-epoxy-3,5,5-trimethylcyclohexane-1alpha-ol

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	d5d37853-65f0-48fe-a5e2-3bbe74649e76
Taxonomy	Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
IUPAC Name	(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[(E,2R)-4-[(1S,4S,6R)-4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl]but-3-en-2-yl]oxyoxane-3,4,5-triol
SMILES (Canonical)	CC(C=CC12C(CC(CC1(O2)C)O)(C)C)OC3C(C(C(C(O3)CO)O)O)O
SMILES (Isomeric)	C[C@H](/C=C/[C@]12[C@](O1)(C[C@H](CC2(C)C)O)C)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O
InChI	InChI=1S/C19H32O8/c1-10(25-16-15(24)14(23)13(22)12(9-20)26-16)5-6-19-17(2,3)7-11(21)8-18(19,4)27-19/h5-6,10-16,20-24H,7-9H2,1-4H3/b6-5+/t10-,11+,12-,13-,14+,15-,16-,18-,19+/m1/s1
InChI Key	RIUMIKAUMHZQMP-CKVGSDHQSA-N
Popularity	0 references in papers

Physical and Chemical Properties

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Molecular Formula	C₁₉H₃₂O₈
Molecular Weight	388.50 g/mol
Exact Mass	388.20971797 g/mol
Topological Polar Surface Area (TPSA)	132.00 Å²
XlogP	-0.50
Atomic LogP (AlogP)	-0.54
H-Bond Acceptor	8
H-Bond Donor	5
Rotatable Bonds	5

Synonyms

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1beta,5,5-Trimethyl-6beta-[(R)-3-(beta-D-glucopyranosyloxy)-1-butenyl]-7-oxabicyclo[4.1.0]heptane-3beta-ol

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	-	0.6417	64.17%
Caco-2	-	0.7196	71.96%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.5725	57.25%
OATP2B1 inhibitior	-	0.8565	85.65%
OATP1B1 inhibitior	+	0.8888	88.88%
OATP1B3 inhibitior	+	0.9059	90.59%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.8679	86.79%
P-glycoprotein inhibitior	-	0.8039	80.39%
P-glycoprotein substrate	-	0.8741	87.41%
CYP3A4 substrate	+	0.6171	61.71%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8326	83.26%
CYP3A4 inhibition	-	0.8829	88.29%
CYP2C9 inhibition	-	0.8493	84.93%
CYP2C19 inhibition	-	0.8663	86.63%
CYP2D6 inhibition	-	0.9337	93.37%
CYP1A2 inhibition	-	0.8730	87.30%
CYP2C8 inhibition	-	0.8061	80.61%
CYP inhibitory promiscuity	-	0.9561	95.61%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6783	67.83%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.9540	95.40%
Skin irritation	-	0.7811	78.11%
Skin corrosion	-	0.9438	94.38%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3636	36.36%
Micronuclear	-	0.7241	72.41%
Hepatotoxicity	-	0.7875	78.75%
skin sensitisation	-	0.8348	83.48%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.7072	70.72%
Acute Oral Toxicity (c)	III	0.5016	50.16%
Estrogen receptor binding	+	0.5734	57.34%
Androgen receptor binding	+	0.6220	62.20%
Thyroid receptor binding	+	0.6940	69.40%
Glucocorticoid receptor binding	+	0.6298	62.98%
Aromatase binding	+	0.6985	69.85%
PPAR gamma	+	0.6166	61.66%
Honey bee toxicity	-	0.7096	70.96%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.8300	83.00%
Fish aquatic toxicity	+	0.7439	74.39%

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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.99%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.63%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	94.45%	95.93%
CHEMBL2581	P07339	Cathepsin D	88.75%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.16%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.21%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.05%	95.89%
CHEMBL4040	P28482	MAP kinase ERK2	84.75%	83.82%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	83.43%	95.83%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	82.97%	92.32%
CHEMBL3286	P00749	Urokinase-type plasminogen activator	82.11%	97.88%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.90%	99.17%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.31%	85.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.03%	95.89%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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