Flemichin D

Details

• Internal ID: 05541efc-4642-462e-90e2-c50c036b0de7
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > 8-prenylated flavans > 8-prenylated flavanones
• IUPAC Name: (8S)-8-(2,4-dihydroxyphenyl)-5-hydroxy-2,2-dimethyl-10-(3-methylbut-2-enyl)-7,8-dihydropyrano[3,2-g]chromen-6-one
• SMILES (Canonical): CC(=CCC1=C2C(=C(C3=C1OC(CC3=O)C4=C(C=C(C=C4)O)O)O)C=CC(O2)(C)C)C
• SMILES (Isomeric): CC(=CCC1=C2C(=C(C3=C1O[C@@H](CC3=O)C4=C(C=C(C=C4)O)O)O)C=CC(O2)(C)C)C
• InChI: InChI=1S/C25H26O6/c1-13(2)5-7-17-23-16(9-10-25(3,4)31-23)22(29)21-19(28)12-20(30-24(17)21)15-8-6-14(26)11-18(15)27/h5-6,8-11,20,26-27,29H,7,12H2,1-4H3/t20-/m0/s1
• InChI Key: DFVFCZXJTRKRPI-FQEVSTJZSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₆O₆
• Molecular Weight: 422.50 g/mol
• Exact Mass: 422.17293854 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 5.20
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

• 57096-07-8
• (8S)-8-(2,4-dihydroxyphenyl)-5-hydroxy-2,2-dimethyl-10-(3-methylbut-2-enyl)-7,8-dihydropyrano[3,2-g]chromen-6-one
• (8S)-8-(2,4-Dihydroxyphenyl)-5-hydroxy-2,2-dimethyl-10-(3-methylbut-2-en-1-yl)-7,8-dihydro-2H,6H-pyrano[3,2-g]chromen-6-one
• CHEMBL550565
• DTXSID50972561
• BDBM50495309
• AKOS040763375
• 2H,6H-Benzo(1,2-b:5,4-b')dipyran-6-one, 8-(2,4-dihydroxyphenyl)-7,8-dihydro-5-hydroxy-2,2-dimethyl-10-(3-methyl-2-butenyl)-, (S)-
• 8-(2,4-Dihydroxyphenyl)-5-hydroxy-2,2-dimethyl-10-(3-methylbut-2-en-1-yl)-7,8-dihydro-2H,6H-benzo[1,2-b:5,4-b']dipyran-6-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9808	98.08%
Caco-2	+	0.4928	49.28%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7645	76.45%
OATP2B1 inhibitior	-	0.7217	72.17%
OATP1B1 inhibitior	+	0.7771	77.71%
OATP1B3 inhibitior	+	0.9534	95.34%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9488	94.88%
P-glycoprotein inhibitior	+	0.6506	65.06%
P-glycoprotein substrate	+	0.6509	65.09%
CYP3A4 substrate	+	0.6650	66.50%
CYP2C9 substrate	-	0.7981	79.81%
CYP2D6 substrate	-	0.8063	80.63%
CYP3A4 inhibition	-	0.6288	62.88%
CYP2C9 inhibition	+	0.8125	81.25%
CYP2C19 inhibition	+	0.8217	82.17%
CYP2D6 inhibition	-	0.8172	81.72%
CYP1A2 inhibition	+	0.5168	51.68%
CYP2C8 inhibition	+	0.5532	55.32%
CYP inhibitory promiscuity	+	0.8845	88.45%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6064	60.64%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.5471	54.71%
Skin irritation	-	0.7225	72.25%
Skin corrosion	-	0.9264	92.64%
Ames mutagenesis	+	0.5163	51.63%
Human Ether-a-go-go-Related Gene inhibition	+	0.6825	68.25%
Micronuclear	-	0.5441	54.41%
Hepatotoxicity	+	0.5926	59.26%
skin sensitisation	-	0.7518	75.18%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.8076	80.76%
Acute Oral Toxicity (c)	III	0.5234	52.34%
Estrogen receptor binding	+	0.9228	92.28%
Androgen receptor binding	+	0.7661	76.61%
Thyroid receptor binding	+	0.6075	60.75%
Glucocorticoid receptor binding	+	0.8688	86.88%
Aromatase binding	+	0.6270	62.70%
PPAR gamma	+	0.8448	84.48%
Honey bee toxicity	-	0.7532	75.32%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9850	98.50%

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	99.58%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.07%	94.45%
CHEMBL2581	P07339	Cathepsin D	97.85%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.97%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.53%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.65%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.81%	95.89%
CHEMBL1929	P47989	Xanthine dehydrogenase	90.76%	96.12%
CHEMBL3401	O75469	Pregnane X receptor	90.17%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.66%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.24%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	87.31%	91.49%
CHEMBL1937	Q92769	Histone deacetylase 2	85.86%	94.75%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.57%	99.15%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.49%	90.71%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	84.06%	80.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.72%	91.07%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.35%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.22%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.93%	99.17%
CHEMBL4208	P20618	Proteasome component C5	82.87%	90.00%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	82.53%	83.10%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.09%	97.09%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	80.63%	85.00%
CHEMBL236	P41143	Delta opioid receptor	80.46%	99.35%

Plants that contains it

• Eriosema chinense
• Eriosema tuberosum
• Flemingia macrophylla
• Flemingia prostrata

Cross-Links

• PubChem: 124344
• NPASS: NPC195621
• ChEMBL: CHEMBL550565
• LOTUS: LTS0194477
• wikiData: Q82956346