methyl (1R,2S,4S,5S,6S,7S)-4'-(4-hydroxy-3-methoxybenzoyl)-5'-oxo-7-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyspiro[3,8-dioxatricyclo[4.4.0.02,4]dec-9-ene-5,2'-furan]-10-carboxylate

Details

• Internal ID: 83649de2-de11-402d-aae9-ad97300cd827
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: methyl (1R,2S,4S,5S,6S,7S)-4'-(4-hydroxy-3-methoxybenzoyl)-5'-oxo-7-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyspiro[3,8-dioxatricyclo[4.4.0.02,4]dec-9-ene-5,2'-furan]-10-carboxylate
• SMILES (Canonical): COC1=C(C=CC(=C1)C(=O)C2=CC3(C4C(C5C3O5)C(=COC4OC6C(C(C(C(O6)CO)O)O)O)C(=O)OC)OC2=O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)C(=O)C2=C[C@@]3([C@@H]4[C@@H]([C@H]5[C@@H]3O5)C(=CO[C@H]4O[C@H]6[C@@H]([C@@H]([C@@H]([C@@H](O6)CO)O)O)O)C(=O)OC)OC2=O)O
• InChI: InChI=1S/C27H28O15/c1-36-13-5-9(3-4-12(13)29)17(30)10-6-27(42-24(10)35)16-15(21-22(27)40-21)11(23(34)37-2)8-38-25(16)41-26-20(33)19(32)18(31)14(7-28)39-26/h3-6,8,14-16,18-22,25-26,28-29,31-33H,7H2,1-2H3/t14-,15-,16+,18+,19+,20+,21-,22-,25-,26-,27-/m0/s1
• InChI Key: KAKHKTCZSFQJKF-KOQIAMCDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₂₈O₁₅
• Molecular Weight: 592.50 g/mol
• Exact Mass: 592.14282018 g/mol
• Topological Polar Surface Area (TPSA): 220.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -1.95
• H-Bond Acceptor: 15
• H-Bond Donor: 5
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7841	78.41%
Caco-2	-	0.8930	89.30%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6252	62.52%
OATP2B1 inhibitior	-	0.7178	71.78%
OATP1B1 inhibitior	+	0.7887	78.87%
OATP1B3 inhibitior	+	0.9537	95.37%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.5920	59.20%
P-glycoprotein inhibitior	+	0.6027	60.27%
P-glycoprotein substrate	+	0.5561	55.61%
CYP3A4 substrate	+	0.6893	68.93%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8576	85.76%
CYP3A4 inhibition	-	0.7468	74.68%
CYP2C9 inhibition	-	0.7343	73.43%
CYP2C19 inhibition	-	0.7072	70.72%
CYP2D6 inhibition	-	0.8831	88.31%
CYP1A2 inhibition	-	0.8149	81.49%
CYP2C8 inhibition	+	0.8300	83.00%
CYP inhibitory promiscuity	-	0.5970	59.70%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5855	58.55%
Eye corrosion	-	0.9861	98.61%
Eye irritation	-	0.9155	91.55%
Skin irritation	-	0.7640	76.40%
Skin corrosion	-	0.9343	93.43%
Ames mutagenesis	-	0.5537	55.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.6477	64.77%
Micronuclear	+	0.5933	59.33%
Hepatotoxicity	-	0.6530	65.30%
skin sensitisation	-	0.7761	77.61%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.8301	83.01%
Acute Oral Toxicity (c)	III	0.4224	42.24%
Estrogen receptor binding	+	0.8101	81.01%
Androgen receptor binding	+	0.7214	72.14%
Thyroid receptor binding	+	0.5406	54.06%
Glucocorticoid receptor binding	+	0.7288	72.88%
Aromatase binding	-	0.5442	54.42%
PPAR gamma	+	0.7430	74.30%
Honey bee toxicity	-	0.7978	79.78%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.8935	89.35%

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	99.31%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.99%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.92%	86.33%
CHEMBL4208	P20618	Proteasome component C5	92.98%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.43%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.80%	89.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	88.88%	95.83%
CHEMBL220	P22303	Acetylcholinesterase	88.57%	94.45%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.49%	96.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.94%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.93%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	86.88%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.72%	94.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	86.26%	97.21%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.03%	85.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.22%	96.00%
CHEMBL2535	P11166	Glucose transporter	83.40%	98.75%
CHEMBL2581	P07339	Cathepsin D	83.28%	98.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.16%	95.50%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.14%	92.62%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.06%	91.07%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.62%	97.09%

Plants that contains it

• Morinda coreia

Cross-Links

• PubChem: 636632
• NPASS: NPC159899