9-Methoxy-7-[4-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyphenyl]-[1,3]dioxolo[4,5-g]chromen-8-one

Details

• Internal ID: ee9b4fce-dfa3-43a6-8d19-b0f04eaa409f
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflavonoid O-glycosides
• IUPAC Name: 9-methoxy-7-[4-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl]oxyphenyl]-[1,3]dioxolo[4,5-g]chromen-8-one
• SMILES (Canonical): COC1=C2C(=CC3=C1OCO3)OC=C(C2=O)C4=CC=C(C=C4)OC5C(C(C(C(O5)COC6C(C(C(C(O6)CO)O)O)O)O)O)O
• SMILES (Isomeric): COC1=C2C(=CC3=C1OCO3)OC=C(C2=O)C4=CC=C(C=C4)OC5C(C(C(C(O5)COC6C(C(C(C(O6)CO)O)O)O)O)O)O
• InChI: InChI=1S/C29H32O16/c1-38-27-18-14(6-15-26(27)42-10-41-15)39-8-13(19(18)31)11-2-4-12(5-3-11)43-29-25(37)23(35)21(33)17(45-29)9-40-28-24(36)22(34)20(32)16(7-30)44-28/h2-6,8,16-17,20-25,28-30,32-37H,7,9-10H2,1H3
• InChI Key: FIMKKXUVGBDUNE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₂O₁₆
• Molecular Weight: 636.60 g/mol
• Exact Mass: 636.16903493 g/mol
• Topological Polar Surface Area (TPSA): 233.00 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -1.80
• H-Bond Acceptor: 16
• H-Bond Donor: 7
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6191	61.91%
Caco-2	-	0.8933	89.33%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.6374	63.74%
OATP2B1 inhibitior	-	0.8518	85.18%
OATP1B1 inhibitior	+	0.9258	92.58%
OATP1B3 inhibitior	+	0.9728	97.28%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.5510	55.10%
P-glycoprotein inhibitior	-	0.4564	45.64%
P-glycoprotein substrate	-	0.7295	72.95%
CYP3A4 substrate	+	0.6458	64.58%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8291	82.91%
CYP3A4 inhibition	-	0.5836	58.36%
CYP2C9 inhibition	-	0.7784	77.84%
CYP2C19 inhibition	-	0.7015	70.15%
CYP2D6 inhibition	-	0.8616	86.16%
CYP1A2 inhibition	-	0.9048	90.48%
CYP2C8 inhibition	+	0.5391	53.91%
CYP inhibitory promiscuity	+	0.6208	62.08%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5596	55.96%
Eye corrosion	-	0.9899	98.99%
Eye irritation	-	0.9224	92.24%
Skin irritation	-	0.8137	81.37%
Skin corrosion	-	0.9475	94.75%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7017	70.17%
Micronuclear	+	0.7033	70.33%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.8847	88.47%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.7544	75.44%
Acute Oral Toxicity (c)	III	0.7562	75.62%
Estrogen receptor binding	+	0.7819	78.19%
Androgen receptor binding	+	0.6306	63.06%
Thyroid receptor binding	-	0.5394	53.94%
Glucocorticoid receptor binding	+	0.5518	55.18%
Aromatase binding	+	0.5504	55.04%
PPAR gamma	+	0.6998	69.98%
Honey bee toxicity	-	0.7418	74.18%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.7290	72.90%

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	99.43%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	97.17%	96.77%
CHEMBL2581	P07339	Cathepsin D	97.04%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	96.33%	95.93%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.90%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.76%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.44%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.49%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.08%	89.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	91.28%	92.62%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.79%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.31%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.17%	94.45%
CHEMBL4208	P20618	Proteasome component C5	86.94%	90.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	86.66%	95.83%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	86.59%	94.80%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.75%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.53%	95.89%
CHEMBL1907	P15144	Aminopeptidase N	84.43%	93.31%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	82.77%	82.67%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.28%	86.92%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.36%	99.15%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.18%	85.14%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	80.84%	95.53%

Plants that contains it

• Iris pseudopumila

Cross-Links

• PubChem: 45359695
• LOTUS: LTS0005937
• wikiData: Q104995779