[(2R,3S,4S,5R,6R)-6-[(2S,3S,4S,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 4-hydroxy-3-[(2R)-2-hydroxy-3-methylbut-3-enyl]-5-(3-methylbut-2-enyl)benzoate

Details

• Internal ID: 6bfe435d-6d1a-4434-8b90-4cce6efb166d
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: [(2R,3S,4S,5R,6R)-6-[(2S,3S,4S,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 4-hydroxy-3-[(2R)-2-hydroxy-3-methylbut-3-enyl]-5-(3-methylbut-2-enyl)benzoate
• SMILES (Canonical): CC(=CCC1=C(C(=CC(=C1)C(=O)OCC2C(C(C(C(O2)OC3(C(C(C(O3)CO)O)O)CO)O)O)O)CC(C(=C)C)O)O)C
• SMILES (Isomeric): CC(=CCC1=C(C(=CC(=C1)C(=O)OC[C@@H]2[C@H]([C@@H]([C@H]([C@H](O2)O[C@]3([C@H]([C@@H]([C@H](O3)CO)O)O)CO)O)O)O)C[C@H](C(=C)C)O)O)C
• InChI: InChI=1S/C29H42O14/c1-13(2)5-6-15-7-17(8-16(21(15)33)9-18(32)14(3)4)27(39)40-11-20-22(34)24(36)25(37)28(41-20)43-29(12-31)26(38)23(35)19(10-30)42-29/h5,7-8,18-20,22-26,28,30-38H,3,6,9-12H2,1-2,4H3/t18-,19-,20-,22-,23-,24+,25-,26+,28-,29+/m1/s1
• InChI Key: RQVJKWVUUFOKRQ-QCAXLOSBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₂O₁₄
• Molecular Weight: 614.60 g/mol
• Exact Mass: 614.25745601 g/mol
• Topological Polar Surface Area (TPSA): 236.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): -1.84
• H-Bond Acceptor: 14
• H-Bond Donor: 9
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6375	63.75%
Caco-2	-	0.8939	89.39%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7834	78.34%
OATP2B1 inhibitior	-	0.8636	86.36%
OATP1B1 inhibitior	+	0.7673	76.73%
OATP1B3 inhibitior	+	0.9285	92.85%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8268	82.68%
P-glycoprotein inhibitior	-	0.4642	46.42%
P-glycoprotein substrate	-	0.6116	61.16%
CYP3A4 substrate	+	0.6665	66.65%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8550	85.50%
CYP3A4 inhibition	-	0.7710	77.10%
CYP2C9 inhibition	-	0.7785	77.85%
CYP2C19 inhibition	-	0.7107	71.07%
CYP2D6 inhibition	-	0.8672	86.72%
CYP1A2 inhibition	-	0.7303	73.03%
CYP2C8 inhibition	+	0.6473	64.73%
CYP inhibitory promiscuity	-	0.7155	71.55%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7203	72.03%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9191	91.91%
Skin irritation	-	0.7756	77.56%
Skin corrosion	-	0.9401	94.01%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4152	41.52%
Micronuclear	-	0.6726	67.26%
Hepatotoxicity	-	0.6967	69.67%
skin sensitisation	-	0.7627	76.27%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.8950	89.50%
Acute Oral Toxicity (c)	III	0.5756	57.56%
Estrogen receptor binding	+	0.8026	80.26%
Androgen receptor binding	+	0.5984	59.84%
Thyroid receptor binding	+	0.5239	52.39%
Glucocorticoid receptor binding	+	0.6061	60.61%
Aromatase binding	+	0.6648	66.48%
PPAR gamma	+	0.6740	67.40%
Honey bee toxicity	-	0.6808	68.08%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.9811	98.11%

Targets

Proven Targets:

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	99.39%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.78%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	96.84%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.60%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.28%	96.61%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.37%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.04%	94.45%
CHEMBL2581	P07339	Cathepsin D	90.82%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.69%	97.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.47%	96.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.64%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.01%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	86.79%	91.19%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	86.04%	96.90%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	85.19%	83.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	85.06%	91.24%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.75%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.70%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.41%	95.89%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.43%	95.83%

Plants that contains it

• Anodendron affine

Cross-Links

• PubChem: 163070287
• LOTUS: LTS0235101
• wikiData: Q105243744