2,3-Dihydrorobustaflavone

Details

• Internal ID: a480a272-f2a0-4c4d-8515-89d4c5e2d476
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Biflavonoids and polyflavonoids
• IUPAC Name: 6-[5-[(2S)-5,7-dihydroxy-4-oxo-2,3-dihydrochromen-2-yl]-2-hydroxyphenyl]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one
• SMILES (Canonical): C1C(OC2=CC(=CC(=C2C1=O)O)O)C3=CC(=C(C=C3)O)C4=C(C5=C(C=C4O)OC(=CC5=O)C6=CC=C(C=C6)O)O
• SMILES (Isomeric): C1[C@H](OC2=CC(=CC(=C2C1=O)O)O)C3=CC(=C(C=C3)O)C4=C(C5=C(C=C4O)OC(=CC5=O)C6=CC=C(C=C6)O)O
• InChI: InChI=1S/C30H20O10/c31-15-4-1-13(2-5-15)23-11-22(37)29-26(39-23)12-20(35)27(30(29)38)17-7-14(3-6-18(17)33)24-10-21(36)28-19(34)8-16(32)9-25(28)40-24/h1-9,11-12,24,31-35,38H,10H2/t24-/m0/s1
• InChI Key: XUAORUWVUTVEEC-DEOSSOPVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₂₀O₁₀
• Molecular Weight: 540.50 g/mol
• Exact Mass: 540.10564683 g/mol
• Topological Polar Surface Area (TPSA): 174.00 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 5.07
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8703	87.03%
Caco-2	-	0.9034	90.34%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7998	79.98%
OATP2B1 inhibitior	-	0.5564	55.64%
OATP1B1 inhibitior	+	0.8987	89.87%
OATP1B3 inhibitior	+	0.9416	94.16%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7417	74.17%
P-glycoprotein inhibitior	+	0.7570	75.70%
P-glycoprotein substrate	-	0.6552	65.52%
CYP3A4 substrate	+	0.6456	64.56%
CYP2C9 substrate	-	0.5712	57.12%
CYP2D6 substrate	-	0.7945	79.45%
CYP3A4 inhibition	+	0.6628	66.28%
CYP2C9 inhibition	+	0.8983	89.83%
CYP2C19 inhibition	+	0.6398	63.98%
CYP2D6 inhibition	-	0.8452	84.52%
CYP1A2 inhibition	+	0.5212	52.12%
CYP2C8 inhibition	+	0.8363	83.63%
CYP inhibitory promiscuity	-	0.5788	57.88%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6661	66.61%
Eye corrosion	-	0.9940	99.40%
Eye irritation	-	0.7768	77.68%
Skin irritation	-	0.5768	57.68%
Skin corrosion	-	0.9380	93.80%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3632	36.32%
Micronuclear	+	0.8459	84.59%
Hepatotoxicity	-	0.8250	82.50%
skin sensitisation	-	0.8889	88.89%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.7276	72.76%
Acute Oral Toxicity (c)	II	0.4211	42.11%
Estrogen receptor binding	+	0.8310	83.10%
Androgen receptor binding	+	0.8731	87.31%
Thyroid receptor binding	+	0.5517	55.17%
Glucocorticoid receptor binding	+	0.7769	77.69%
Aromatase binding	-	0.5203	52.03%
PPAR gamma	+	0.7606	76.06%
Honey bee toxicity	-	0.6565	65.65%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.8702	87.02%

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	99.44%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.82%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	96.06%	99.15%
CHEMBL2581	P07339	Cathepsin D	95.36%	98.95%
CHEMBL242	Q92731	Estrogen receptor beta	95.29%	98.35%
CHEMBL3194	P02766	Transthyretin	95.26%	90.71%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	94.32%	96.21%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	93.15%	85.11%
CHEMBL4630	O14757	Serine/threonine-protein kinase Chk1	92.65%	97.03%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.36%	99.23%
CHEMBL1978	P11511	Cytochrome P450 19A1	91.52%	91.76%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.20%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.03%	97.09%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	90.80%	95.78%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.80%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.76%	95.56%
CHEMBL1929	P47989	Xanthine dehydrogenase	87.18%	96.12%
CHEMBL3438	Q05513	Protein kinase C zeta	86.48%	88.48%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.29%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.10%	95.89%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	85.94%	83.10%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	85.67%	91.71%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	85.34%	95.64%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	84.86%	89.23%
CHEMBL3038469	P24941	CDK2/Cyclin A	82.89%	91.38%
CHEMBL2208	P49137	MAP kinase-activated protein kinase 2	82.30%	95.20%
CHEMBL4530	P00488	Coagulation factor XIII	81.94%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.73%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.18%	85.14%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.28%	86.92%

Plants that contains it

• Selaginella lepidophylla
• Selaginella pulvinata
• Selaginella tamariscina

Cross-Links

• PubChem: 102441560
• NPASS: NPC295564
• LOTUS: LTS0102722
• wikiData: Q105342047