Methyl 4'-[hydroxy-(4-hydroxy-3-methoxyphenyl)methyl]-5'-oxo-7-[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: 589e62cb-cae1-42e4-a525-1fe8c0892914
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
• IUPAC Name: methyl 4'-[hydroxy-(4-hydroxy-3-methoxyphenyl)methyl]-5'-oxo-7-[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(C2=CC3(C4C(C5C3O5)C(=COC4OC6C(C(C(C(O6)CO)O)O)O)C(=O)OC)OC2=O)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)C(C2=CC3(C4C(C5C3O5)C(=COC4OC6C(C(C(C(O6)CO)O)O)O)C(=O)OC)OC2=O)O)O
• InChI: InChI=1S/C27H30O15/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/h3-6,8,14-22,25-26,28-33H,7H2,1-2H3
• InChI Key: YCKDJQYUDRMPHQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₀O₁₅
• Molecular Weight: 594.50 g/mol
• Exact Mass: 594.15847025 g/mol
• Topological Polar Surface Area (TPSA): 223.00 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -2.10
• H-Bond Acceptor: 15
• H-Bond Donor: 6
• 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	-	0.8997	89.97%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.6252	62.52%
OATP2B1 inhibitior	-	0.7200	72.00%
OATP1B1 inhibitior	+	0.7830	78.30%
OATP1B3 inhibitior	+	0.9537	95.37%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.5554	55.54%
P-glycoprotein inhibitior	-	0.4732	47.32%
P-glycoprotein substrate	+	0.6118	61.18%
CYP3A4 substrate	+	0.6901	69.01%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8557	85.57%
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	+	0.7317	73.17%
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	-	0.9157	91.57%
Skin irritation	-	0.7640	76.40%
Skin corrosion	-	0.9343	93.43%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4158	41.58%
Micronuclear	+	0.5933	59.33%
Hepatotoxicity	-	0.6905	69.05%
skin sensitisation	-	0.7761	77.61%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.5446	54.46%
Acute Oral Toxicity (c)	III	0.4224	42.24%
Estrogen receptor binding	+	0.8117	81.17%
Androgen receptor binding	+	0.7009	70.09%
Thyroid receptor binding	+	0.5822	58.22%
Glucocorticoid receptor binding	+	0.6810	68.10%
Aromatase binding	-	0.4851	48.51%
PPAR gamma	+	0.6946	69.46%
Honey bee toxicity	-	0.7577	75.77%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
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	99.79%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.59%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.65%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.72%	94.45%
CHEMBL2581	P07339	Cathepsin D	95.15%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.03%	86.33%
CHEMBL4208	P20618	Proteasome component C5	92.72%	90.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.98%	96.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.67%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.79%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.24%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	88.17%	94.73%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.40%	95.89%
CHEMBL220	P22303	Acetylcholinesterase	87.21%	94.45%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.65%	92.62%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.00%	96.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.91%	99.15%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	82.61%	92.88%
CHEMBL2535	P11166	Glucose transporter	82.47%	98.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.42%	94.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.37%	97.14%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.31%	97.36%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.51%	97.21%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.33%	97.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.02%	95.50%

Plants that contains it

• Morinda morindoides

Cross-Links

• PubChem: 73812732
• LOTUS: LTS0113294
• wikiData: Q105346333