Agathisflavone

Details

• Internal ID: 904702fe-2820-4b52-8077-e8e04ea49cd3
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Biflavonoids and polyflavonoids
• IUPAC Name: 8-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-6-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one
• SMILES (Canonical): C1=CC(=CC=C1C2=CC(=O)C3=C(O2)C=C(C(=C3O)C4=C(C=C(C5=C4OC(=CC5=O)C6=CC=C(C=C6)O)O)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1C2=CC(=O)C3=C(O2)C=C(C(=C3O)C4=C(C=C(C5=C4OC(=CC5=O)C6=CC=C(C=C6)O)O)O)O)O
• InChI: InChI=1S/C30H18O10/c31-15-5-1-13(2-6-15)22-11-20(36)26-24(39-22)12-21(37)27(29(26)38)28-18(34)9-17(33)25-19(35)10-23(40-30(25)28)14-3-7-16(32)8-4-14/h1-12,31-34,37-38H
• InChI Key: BACLASYRJRZXMY-UHFFFAOYSA-N
• Popularity: 102 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₁₈O₁₀
• Molecular Weight: 538.50 g/mol
• Exact Mass: 538.08999677 g/mol
• Topological Polar Surface Area (TPSA): 174.00 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 5.13
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 3

Synonyms

• 28441-98-7
• 6,8''-Biapigenin
• CHEBI:2512
• 8-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-6-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one
• (6,8'-Bi-4H-1-benzopyran)-4,4'-dione, 5,5',7,7'-tetrahydroxy-2,2'-bis(4-hydroxyphenyl)-
• 7''-methyl-agathisflavone
• CHEMBL65320
• SCHEMBL616142
• DTXSID30182641
• BDBM50478418
• LMPK12040008
• AKOS040745510
• C10017
• Q27105695
• 5,5',7,7'-tetrahydroxy-2,2'-bis(4-hydroxyphenyl)-(6,8'-bi-4H-1-benzopyran)-4,4'-dione
• 5,5',7,7'-tetrahydroxy-2,2'-bis(4-hydroxyphenyl)-6,8'-bichromene-4,4'-dione
• 8-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-chromen-6-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one
• NCGC00384551-01!8-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-6-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9336	93.36%
Caco-2	-	0.8857	88.57%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	-	0.8714	87.14%
Subcellular localzation	Mitochondria	0.8010	80.10%
OATP2B1 inhibitior	+	0.5796	57.96%
OATP1B1 inhibitior	+	0.8048	80.48%
OATP1B3 inhibitior	-	0.2208	22.08%
MATE1 inhibitior	+	0.6600	66.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.8682	86.82%
P-glycoprotein inhibitior	-	0.4757	47.57%
P-glycoprotein substrate	-	0.8222	82.22%
CYP3A4 substrate	+	0.5476	54.76%
CYP2C9 substrate	-	0.6443	64.43%
CYP2D6 substrate	-	0.8503	85.03%
CYP3A4 inhibition	+	0.6172	61.72%
CYP2C9 inhibition	+	0.8920	89.20%
CYP2C19 inhibition	+	0.6827	68.27%
CYP2D6 inhibition	-	0.9322	93.22%
CYP1A2 inhibition	+	0.6838	68.38%
CYP2C8 inhibition	+	0.7958	79.58%
CYP inhibitory promiscuity	+	0.5157	51.57%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7320	73.20%
Eye corrosion	-	0.9929	99.29%
Eye irritation	-	0.6879	68.79%
Skin irritation	+	0.5256	52.56%
Skin corrosion	-	0.9525	95.25%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3954	39.54%
Micronuclear	+	0.9200	92.00%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.8881	88.81%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.7940	79.40%
Acute Oral Toxicity (c)	II	0.6295	62.95%
Estrogen receptor binding	+	0.8804	88.04%
Androgen receptor binding	+	0.9408	94.08%
Thyroid receptor binding	+	0.6129	61.29%
Glucocorticoid receptor binding	+	0.7764	77.64%
Aromatase binding	+	0.5270	52.70%
PPAR gamma	+	0.8173	81.73%
Honey bee toxicity	-	0.8006	80.06%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9283	92.83%

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%
CHEMBL242	Q92731	Estrogen receptor beta	97.86%	98.35%
CHEMBL3194	P02766	Transthyretin	95.05%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.02%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.91%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.88%	99.15%
CHEMBL2581	P07339	Cathepsin D	93.78%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.43%	94.45%
CHEMBL308	P06493	Cyclin-dependent kinase 1	89.52%	91.73%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	87.99%	89.23%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	87.88%	95.64%
CHEMBL3038469	P24941	CDK2/Cyclin A	87.45%	91.38%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.23%	95.56%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.43%	96.21%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	86.18%	85.11%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.99%	90.71%
CHEMBL3401	O75469	Pregnane X receptor	84.15%	94.73%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	84.04%	91.71%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	82.75%	83.10%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.22%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.19%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.67%	99.23%

Plants that contains it

• Agathis dammara
• Aronia arbutifolia
• Campylospermum flavum
• Campylospermum sulcatum
• Clibadium sodiroi
• Discaria serratifolia
• Garcinia xanthochymus
• Juniperus virginiana
• Orthopterygium huaucui
• Picea smithiana
• Pteris dactylina
• Pyrostegia venusta
• Rhus coriaria
• Rhus punjabensis
• Rostellularia hayatae
• Schinus terebinthifolia
• Silene viscaria
• Toxicodendron succedaneum

Cross-Links

• PubChem: 5281599
• NPASS: NPC67322
• ChEMBL: CHEMBL65320
• LOTUS: LTS0018102
• wikiData: Q27105695