[(2S,3S,4S,5S,6S)-4-benzoyloxy-5-hydroxy-6-[[(2S,4S,5S,10S)-2-(hydroxymethyl)-10-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-5-yl]oxy]-2-methyloxan-3-yl] benzoate

Details

• Internal ID: a8d26722-f1d9-42ea-a99f-4884c66c4d00
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: [(2S,3S,4S,5S,6S)-4-benzoyloxy-5-hydroxy-6-[[(2S,4S,5S,10S)-2-(hydroxymethyl)-10-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-5-yl]oxy]-2-methyloxan-3-yl] benzoate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C3C=COC(C3C4(C2O4)CO)OC5C(C(C(C(O5)CO)O)O)O)O)OC(=O)C6=CC=CC=C6)OC(=O)C7=CC=CC=C7
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@@H]([C@@H](O1)O[C@@H]2[C@H]3[C@](O3)(C4C2C=CO[C@H]4O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)CO)O)OC(=O)C6=CC=CC=C6)OC(=O)C7=CC=CC=C7
• InChI: InChI=1S/C35H40O16/c1-16-26(47-30(42)17-8-4-2-5-9-17)28(48-31(43)18-10-6-3-7-11-18)25(41)34(45-16)49-27-19-12-13-44-32(21(19)35(15-37)29(27)51-35)50-33-24(40)23(39)22(38)20(14-36)46-33/h2-13,16,19-29,32-34,36-41H,14-15H2,1H3/t16-,19?,20+,21?,22+,23-,24+,25-,26-,27-,28-,29-,32-,33-,34-,35+/m0/s1
• InChI Key: NHLRRGBLZHJADR-OGJJCSQJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₄₀O₁₆
• Molecular Weight: 716.70 g/mol
• Exact Mass: 716.23163518 g/mol
• Topological Polar Surface Area (TPSA): 233.00 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): -1.01
• H-Bond Acceptor: 16
• 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	-	0.5964	59.64%
Caco-2	-	0.8733	87.33%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.6751	67.51%
OATP2B1 inhibitior	-	0.8590	85.90%
OATP1B1 inhibitior	+	0.7913	79.13%
OATP1B3 inhibitior	+	0.9653	96.53%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.6700	67.00%
P-glycoprotein inhibitior	+	0.6461	64.61%
P-glycoprotein substrate	-	0.5786	57.86%
CYP3A4 substrate	+	0.6710	67.10%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8621	86.21%
CYP3A4 inhibition	-	0.9252	92.52%
CYP2C9 inhibition	-	0.8981	89.81%
CYP2C19 inhibition	-	0.8397	83.97%
CYP2D6 inhibition	-	0.9332	93.32%
CYP1A2 inhibition	-	0.9092	90.92%
CYP2C8 inhibition	+	0.5766	57.66%
CYP inhibitory promiscuity	-	0.8323	83.23%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5907	59.07%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9182	91.82%
Skin irritation	-	0.8024	80.24%
Skin corrosion	-	0.9435	94.35%
Ames mutagenesis	-	0.5070	50.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.7757	77.57%
Micronuclear	+	0.5259	52.59%
Hepatotoxicity	-	0.7407	74.07%
skin sensitisation	-	0.8318	83.18%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.5689	56.89%
Acute Oral Toxicity (c)	III	0.4505	45.05%
Estrogen receptor binding	+	0.7665	76.65%
Androgen receptor binding	+	0.5522	55.22%
Thyroid receptor binding	+	0.5590	55.90%
Glucocorticoid receptor binding	+	0.6513	65.13%
Aromatase binding	-	0.5262	52.62%
PPAR gamma	+	0.7188	71.88%
Honey bee toxicity	-	0.7621	76.21%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.8626	86.26%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.56%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.86%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.25%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	93.13%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.82%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.43%	96.09%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	89.55%	94.23%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	88.27%	87.67%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.64%	89.00%
CHEMBL221	P23219	Cyclooxygenase-1	87.62%	90.17%
CHEMBL3401	O75469	Pregnane X receptor	86.10%	94.73%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	83.37%	94.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.17%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.45%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.25%	96.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	82.17%	96.61%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	81.70%	83.00%
CHEMBL5028	O14672	ADAM10	81.36%	97.50%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	81.32%	94.08%
CHEMBL4208	P20618	Proteasome component C5	80.99%	90.00%

Plants that contains it

• Gmelina arborea

Cross-Links

• PubChem: 163193391
• LOTUS: LTS0065125
• wikiData: Q105179457