2-(beta-D-Glucopyranosyloxy)-5-[(6S)-6,7-dihydroxy-3,7-dimethyl-2-octenyl]benzoic acid methyl ester

Details

• Internal ID: 01d246f7-3264-4311-817d-ab0ea984e8fc
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: methyl 5-[(E,6S)-6,7-dihydroxy-3,7-dimethyloct-2-enyl]-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzoate
• SMILES (Canonical): CC(=CCC1=CC(=C(C=C1)OC2C(C(C(C(O2)CO)O)O)O)C(=O)OC)CCC(C(C)(C)O)O
• SMILES (Isomeric): C/C(=C\CC1=CC(=C(C=C1)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)C(=O)OC)/CC[C@@H](C(C)(C)O)O
• InChI: InChI=1S/C24H36O10/c1-13(6-10-18(26)24(2,3)31)5-7-14-8-9-16(15(11-14)22(30)32-4)33-23-21(29)20(28)19(27)17(12-25)34-23/h5,8-9,11,17-21,23,25-29,31H,6-7,10,12H2,1-4H3/b13-5+/t17-,18+,19-,20+,21-,23-/m1/s1
• InChI Key: IWBVHETYNCDSPZ-ACKWNHRGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₆O₁₀
• Molecular Weight: 484.50 g/mol
• Exact Mass: 484.23084734 g/mol
• Topological Polar Surface Area (TPSA): 166.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 0.05
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8406	84.06%
Caco-2	-	0.8302	83.02%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8399	83.99%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8827	88.27%
OATP1B3 inhibitior	+	0.8356	83.56%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7292	72.92%
BSEP inhibitior	+	0.6821	68.21%
P-glycoprotein inhibitior	-	0.5279	52.79%
P-glycoprotein substrate	-	0.5607	56.07%
CYP3A4 substrate	+	0.6414	64.14%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8649	86.49%
CYP3A4 inhibition	-	0.6964	69.64%
CYP2C9 inhibition	-	0.6507	65.07%
CYP2C19 inhibition	-	0.6215	62.15%
CYP2D6 inhibition	-	0.8853	88.53%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	+	0.5754	57.54%
CYP inhibitory promiscuity	-	0.8911	89.11%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7380	73.80%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.9477	94.77%
Skin irritation	-	0.7440	74.40%
Skin corrosion	-	0.9553	95.53%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7533	75.33%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.7167	71.67%
skin sensitisation	-	0.8287	82.87%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.8358	83.58%
Acute Oral Toxicity (c)	III	0.5175	51.75%
Estrogen receptor binding	+	0.7308	73.08%
Androgen receptor binding	-	0.6223	62.23%
Thyroid receptor binding	+	0.5435	54.35%
Glucocorticoid receptor binding	+	0.6437	64.37%
Aromatase binding	+	0.5712	57.12%
PPAR gamma	+	0.5193	51.93%
Honey bee toxicity	-	0.7427	74.27%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9782	97.82%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.90%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.22%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	97.10%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.81%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	96.34%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.67%	94.45%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	90.45%	96.90%
CHEMBL1951	P21397	Monoamine oxidase A	90.34%	91.49%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.47%	85.14%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	88.29%	95.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.13%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.57%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.43%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.28%	95.89%
CHEMBL2039	P27338	Monoamine oxidase B	85.10%	92.51%
CHEMBL2413	P32246	C-C chemokine receptor type 1	82.80%	89.50%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.30%	91.24%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.73%	97.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.14%	97.25%
CHEMBL2535	P11166	Glucose transporter	80.59%	98.75%

Plants that contains it

• Casimiroa tetrameria
• Clematicissus simsiana
• Colchicum speciosum
• Heliomeris multiflora
• Ligularia dentata
• Rosa laevigata
• Senecio vernalis

Cross-Links

• PubChem: 71660038
• NPASS: NPC30224