8-[4,5-Dihydroxy-6-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]-5-hydroxy-3-(4-hydroxyphenyl)-7-methoxychromen-4-one

Details

• Internal ID: 29c49af5-56fa-428e-ab88-7785e757c405
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflavonoid C-glycosides
• IUPAC Name: 8-[4,5-dihydroxy-6-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]-5-hydroxy-3-(4-hydroxyphenyl)-7-methoxychromen-4-one
• SMILES (Canonical): COC1=C(C2=C(C(=C1)O)C(=O)C(=CO2)C3=CC=C(C=C3)O)C4C(C(C(C(O4)CO)O)O)OC5C(C(C(C(O5)CO)O)O)O
• SMILES (Isomeric): COC1=C(C2=C(C(=C1)O)C(=O)C(=CO2)C3=CC=C(C=C3)O)C4C(C(C(C(O4)CO)O)O)OC5C(C(C(C(O5)CO)O)O)O
• InChI: InChI=1S/C28H32O15/c1-39-14-6-13(32)17-19(33)12(10-2-4-11(31)5-3-10)9-40-25(17)18(14)26-27(23(37)21(35)15(7-29)41-26)43-28-24(38)22(36)20(34)16(8-30)42-28/h2-6,9,15-16,20-24,26-32,34-38H,7-8H2,1H3
• InChI Key: CPLWDDQAAJRIPT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₂O₁₅
• Molecular Weight: 608.50 g/mol
• Exact Mass: 608.17412031 g/mol
• Topological Polar Surface Area (TPSA): 245.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -1.78
• H-Bond Acceptor: 15
• H-Bond Donor: 9
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5457	54.57%
Caco-2	-	0.9189	91.89%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.5961	59.61%
OATP2B1 inhibitior	-	0.7107	71.07%
OATP1B1 inhibitior	+	0.8889	88.89%
OATP1B3 inhibitior	+	0.9786	97.86%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8576	85.76%
P-glycoprotein inhibitior	-	0.6501	65.01%
P-glycoprotein substrate	-	0.7294	72.94%
CYP3A4 substrate	+	0.6592	65.92%
CYP2C9 substrate	-	0.8389	83.89%
CYP2D6 substrate	-	0.8501	85.01%
CYP3A4 inhibition	-	0.9437	94.37%
CYP2C9 inhibition	-	0.9060	90.60%
CYP2C19 inhibition	-	0.8926	89.26%
CYP2D6 inhibition	-	0.9515	95.15%
CYP1A2 inhibition	-	0.9150	91.50%
CYP2C8 inhibition	+	0.7150	71.50%
CYP inhibitory promiscuity	-	0.7142	71.42%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6642	66.42%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9263	92.63%
Skin irritation	-	0.8320	83.20%
Skin corrosion	-	0.9606	96.06%
Ames mutagenesis	+	0.5199	51.99%
Human Ether-a-go-go-Related Gene inhibition	-	0.3705	37.05%
Micronuclear	+	0.6533	65.33%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.9324	93.24%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.4591	45.91%
Acute Oral Toxicity (c)	III	0.6678	66.78%
Estrogen receptor binding	+	0.8479	84.79%
Androgen receptor binding	+	0.7392	73.92%
Thyroid receptor binding	+	0.5322	53.22%
Glucocorticoid receptor binding	+	0.6164	61.64%
Aromatase binding	+	0.6401	64.01%
PPAR gamma	+	0.7460	74.60%
Honey bee toxicity	-	0.7283	72.83%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.6698	66.98%

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	98.94%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.16%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.26%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.97%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.11%	89.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	92.56%	96.21%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.35%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.06%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.66%	99.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.25%	86.92%
CHEMBL1937	Q92769	Histone deacetylase 2	86.40%	94.75%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.32%	85.14%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.10%	97.14%
CHEMBL4208	P20618	Proteasome component C5	82.91%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.58%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.17%	96.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.97%	99.15%
CHEMBL3401	O75469	Pregnane X receptor	81.40%	94.73%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	80.81%	95.78%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.37%	95.83%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.15%	95.89%

Plants that contains it

• Ziziphus jujuba

Cross-Links

• PubChem: 163016248
• LOTUS: LTS0102437
• wikiData: Q104967637