6-[4-(5,7-Dihydroxy-4-oxochromen-2-yl)phenoxy]-5-hydroxy-7-methoxy-2-(4-methoxyphenyl)chromen-4-one

Details

• Internal ID: 07ce16d3-7273-46eb-9161-565f53a23fa6
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 7-O-methylated flavonoids
• IUPAC Name: 6-[4-(5,7-dihydroxy-4-oxochromen-2-yl)phenoxy]-5-hydroxy-7-methoxy-2-(4-methoxyphenyl)chromen-4-one
• SMILES (Canonical): COC1=CC=C(C=C1)C2=CC(=O)C3=C(C(=C(C=C3O2)OC)OC4=CC=C(C=C4)C5=CC(=O)C6=C(C=C(C=C6O5)O)O)O
• SMILES (Isomeric): COC1=CC=C(C=C1)C2=CC(=O)C3=C(C(=C(C=C3O2)OC)OC4=CC=C(C=C4)C5=CC(=O)C6=C(C=C(C=C6O5)O)O)O
• InChI: InChI=1S/C32H22O10/c1-38-19-7-3-16(4-8-19)25-14-23(36)30-27(42-25)15-28(39-2)32(31(30)37)40-20-9-5-17(6-10-20)24-13-22(35)29-21(34)11-18(33)12-26(29)41-24/h3-15,33-34,37H,1-2H3
• InChI Key: XLXOFHHXAZAIHM-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₂₂O₁₀
• Molecular Weight: 566.50 g/mol
• Exact Mass: 566.12129689 g/mol
• Topological Polar Surface Area (TPSA): 141.00 Ų
• XlogP: 5.90
• Atomic LogP (AlogP): 6.16
• H-Bond Acceptor: 10
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

• CRYPTOMERINB
• 22012-98-2
• CHEMBL4522982
• 6-[4-(5,7-dihydroxy-4-oxochromen-2-yl)phenoxy]-5-hydroxy-7-methoxy-2-(4-methoxyphenyl)chromen-4-one
• BDBM50522704
• AKOS040762711
• XC161689

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8958	89.58%
Caco-2	-	0.8134	81.34%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6875	68.75%
OATP2B1 inhibitior	-	0.7111	71.11%
OATP1B1 inhibitior	+	0.8330	83.30%
OATP1B3 inhibitior	+	0.9409	94.09%
MATE1 inhibitior	+	0.5600	56.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.8749	87.49%
P-glycoprotein inhibitior	+	0.8718	87.18%
P-glycoprotein substrate	-	0.7565	75.65%
CYP3A4 substrate	+	0.6267	62.67%
CYP2C9 substrate	-	0.6296	62.96%
CYP2D6 substrate	-	0.8329	83.29%
CYP3A4 inhibition	+	0.5765	57.65%
CYP2C9 inhibition	+	0.5000	50.00%
CYP2C19 inhibition	+	0.5196	51.96%
CYP2D6 inhibition	-	0.7644	76.44%
CYP1A2 inhibition	+	0.5553	55.53%
CYP2C8 inhibition	+	0.8954	89.54%
CYP inhibitory promiscuity	+	0.6186	61.86%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6375	63.75%
Eye corrosion	-	0.9847	98.47%
Eye irritation	-	0.8808	88.08%
Skin irritation	-	0.7048	70.48%
Skin corrosion	-	0.9302	93.02%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3770	37.70%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.9225	92.25%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.7447	74.47%
Acute Oral Toxicity (c)	III	0.6286	62.86%
Estrogen receptor binding	+	0.8707	87.07%
Androgen receptor binding	+	0.9319	93.19%
Thyroid receptor binding	+	0.6588	65.88%
Glucocorticoid receptor binding	+	0.8720	87.20%
Aromatase binding	+	0.6407	64.07%
PPAR gamma	+	0.7520	75.20%
Honey bee toxicity	-	0.7960	79.60%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5549	55.49%
Fish aquatic toxicity	+	0.8769	87.69%

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	99.13%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	98.44%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	97.86%	99.15%
CHEMBL3194	P02766	Transthyretin	96.17%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.36%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.99%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.19%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.53%	86.33%
CHEMBL3192	Q9BY41	Histone deacetylase 8	90.52%	93.99%
CHEMBL4208	P20618	Proteasome component C5	90.03%	90.00%
CHEMBL2581	P07339	Cathepsin D	90.01%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.99%	99.17%
CHEMBL1929	P47989	Xanthine dehydrogenase	87.86%	96.12%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.05%	90.71%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	83.95%	95.78%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	83.37%	94.42%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.82%	95.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.69%	99.23%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.55%	86.92%
CHEMBL3401	O75469	Pregnane X receptor	80.54%	94.73%
CHEMBL1907	P15144	Aminopeptidase N	80.52%	93.31%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	80.22%	89.23%

Plants that contains it

• Breonia chinensis
• Campylotropis hirtella
• Ceropegia dichotoma
• Crinum moorei
• Crotalaria candicans
• Cryptomeria japonica
• Dendrobium loddigesii
• Distephanus angulifolius
• Eucalyptus apodophylla
• Glycosmis macrophylla
• Gypsophila perfoliata
• Hypericum polyanthemum
• Juniperus drupacea
• Lophostemon confertus
• Mentha × gentilis
• Ononis spinosa
• Orbivestus karaguensis
• Pentaclethra macrophylla
• Periploca sepium
• Pinalia japonica
• Plectranthus hereroensis
• Pterocaulon virgatum
• Rhodiola semenovii
• Salvia sessei
• Selaginella denticulata
• Selaginella tamariscina
• Sonneratia caseolaris
• Stephania zippeliana
• Taxodium distichum
• Veronica polita

Cross-Links

• PubChem: 5316145
• NPASS: NPC279013
• LOTUS: LTS0091427
• wikiData: Q105330520