(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[(E,2R)-4-[(1S,2S,4R)-2-hydroxy-2,6,6-trimethyl-7-oxabicyclo[2.2.1]heptan-1-yl]but-3-en-2-yl]oxyoxane-3,4,5-triol

Details

• Internal ID: a9a4c353-51d9-4941-86b3-d5c3e6741a99
• 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,2S,4R)-2-hydroxy-2,6,6-trimethyl-7-oxabicyclo[2.2.1]heptan-1-yl]but-3-en-2-yl]oxyoxane-3,4,5-triol
• SMILES (Canonical): CC(C=CC12C(CC(O1)CC2(C)O)(C)C)OC3C(C(C(C(O3)CO)O)O)O
• SMILES (Isomeric): C[C@H](/C=C/[C@]12[C@@](C[C@H](O1)CC2(C)C)(C)O)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(23)14(22)13(21)12(9-20)26-16)5-6-19-17(2,3)7-11(27-19)8-18(19,4)24/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: PZTDXOPJDHEQOS-MHHOZIMSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₃₂O₈
• Molecular Weight: 388.50 g/mol
• Exact Mass: 388.20971797 g/mol
• Topological Polar Surface Area (TPSA): 129.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -0.54
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6045	60.45%
Caco-2	-	0.7358	73.58%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6341	63.41%
OATP2B1 inhibitior	-	0.8580	85.80%
OATP1B1 inhibitior	+	0.9005	90.05%
OATP1B3 inhibitior	+	0.9132	91.32%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.8839	88.39%
P-glycoprotein inhibitior	-	0.8195	81.95%
P-glycoprotein substrate	-	0.8487	84.87%
CYP3A4 substrate	+	0.6324	63.24%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8516	85.16%
CYP3A4 inhibition	-	0.8815	88.15%
CYP2C9 inhibition	-	0.8928	89.28%
CYP2C19 inhibition	-	0.9015	90.15%
CYP2D6 inhibition	-	0.9391	93.91%
CYP1A2 inhibition	-	0.9073	90.73%
CYP2C8 inhibition	-	0.7913	79.13%
CYP inhibitory promiscuity	-	0.8919	89.19%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5941	59.41%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9593	95.93%
Skin irritation	-	0.7700	77.00%
Skin corrosion	-	0.9504	95.04%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4199	41.99%
Micronuclear	-	0.7941	79.41%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.8695	86.95%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.7355	73.55%
Acute Oral Toxicity (c)	I	0.3888	38.88%
Estrogen receptor binding	+	0.5777	57.77%
Androgen receptor binding	+	0.6477	64.77%
Thyroid receptor binding	+	0.6691	66.91%
Glucocorticoid receptor binding	-	0.5065	50.65%
Aromatase binding	+	0.6407	64.07%
PPAR gamma	+	0.6361	63.61%
Honey bee toxicity	-	0.6854	68.54%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.8600	86.00%
Fish aquatic toxicity	+	0.7681	76.81%

Targets

Proven Targets:

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	97.61%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	96.83%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.10%	91.11%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	91.36%	92.86%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.97%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.88%	97.25%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.84%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	87.31%	94.75%
CHEMBL3286	P00749	Urokinase-type plasminogen activator	86.76%	97.88%
CHEMBL3401	O75469	Pregnane X receptor	86.10%	94.73%
CHEMBL2581	P07339	Cathepsin D	85.55%	98.95%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	85.33%	82.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.95%	85.14%
CHEMBL2996	Q05655	Protein kinase C delta	84.53%	97.79%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.96%	95.89%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	83.58%	93.10%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.94%	96.47%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	81.55%	92.32%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.48%	96.61%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.62%	100.00%

Plants that contains it

• Adenopeltis serrata
• Bituminaria bituminosa
• Centaurea seridis
• Chrozophora tinctoria
• Cneorum pulverulentum
• Crotalaria trichotoma
• Dalbergia stipulacea
• Delphinium ajacis
• Elaeagnus commutata
• Eucalyptus flocktoniae
• Flindersia brayleyana
• Heracleum sphondylium
• Jungermannia obovata
• Kummerowia striata
• Mascarenhasia arborescens
• Meconopsis napaulensis
• Merremia umbellata
• Millettia conraui
• Palafoxia rosea
• Pedicularis condensata
• Perityle vaseyi
• Phoebe formosana
• Piloselloides hirsuta
• Plectranthus garckeanus
• Porella swartziana
• Quercus mongolica
• Rheum webbianum
• Salacia chinensis
• Salvia coulteri
• Satureja cuneifolia
• Senecio flavus
• Sida cordifolia
• Solanum sisymbriifolium
• Thymbra spicata
• Turraeanthus mannii

Cross-Links

• PubChem: 53494103
• NPASS: NPC75441
• LOTUS: LTS0025603
• wikiData: Q105217111