Umuhengerin

Details

• Internal ID: 9876e1dd-582f-4b55-82cc-9f678676d42e
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 7-O-methylated flavonoids
• IUPAC Name: 5-hydroxy-6,7-dimethoxy-2-(3,4,5-trimethoxyphenyl)chromen-4-one
• SMILES (Canonical): COC1=CC(=CC(=C1OC)OC)C2=CC(=O)C3=C(C(=C(C=C3O2)OC)OC)O
• SMILES (Isomeric): COC1=CC(=CC(=C1OC)OC)C2=CC(=O)C3=C(C(=C(C=C3O2)OC)OC)O
• InChI: InChI=1S/C20H20O8/c1-23-14-6-10(7-15(24-2)19(14)26-4)12-8-11(21)17-13(28-12)9-16(25-3)20(27-5)18(17)22/h6-9,22H,1-5H3
• InChI Key: QULPQWKDDOBIOC-UHFFFAOYSA-N
• Popularity: 8 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀O₈
• Molecular Weight: 388.40 g/mol
• Exact Mass: 388.11581759 g/mol
• Topological Polar Surface Area (TPSA): 92.70 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.21
• H-Bond Acceptor: 8
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

• 5-Hydroxy-6,7,3',4',5'-pentamethoxyflavone
• 29215-55-2
• 5-Hydroxy-3',4',5',6,7-pentamethoxyflavone
• UNII-FV67777M5Z
• FV67777M5Z
• 4H-1-Benzopyran-4-one, 5-hydroxy-6,7-dimethoxy-2-(3,4,5-trimethoxyphenyl)-
• Umhengerin
• GRADENIN A
• CHEMBL485823
• SCHEMBL16894613
• DTXSID70183475
• 5-hydroxy-6,7-dimethoxy-2-(3,4,5-trimethoxyphenyl)chromen-4-one
• HY-N11127
• LMPK12111275
• CS-0639001
• Q27278224
• FLAVONE, 5-HYDROXY-3',4',5',6,7-PENTAMETHOXY-
• 5-Hydroxy-6,7-dimethoxy-2-(3,4,5-trimethoxyphenyl)-4H-chromen-4-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9823	98.23%
Caco-2	+	0.8487	84.87%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7745	77.45%
OATP2B1 inhibitior	-	0.8654	86.54%
OATP1B1 inhibitior	+	0.9228	92.28%
OATP1B3 inhibitior	+	0.9817	98.17%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.4667	46.67%
P-glycoprotein inhibitior	+	0.8809	88.09%
P-glycoprotein substrate	-	0.8260	82.60%
CYP3A4 substrate	+	0.5105	51.05%
CYP2C9 substrate	-	0.6401	64.01%
CYP2D6 substrate	-	0.8296	82.96%
CYP3A4 inhibition	-	0.5748	57.48%
CYP2C9 inhibition	-	0.8861	88.61%
CYP2C19 inhibition	+	0.5778	57.78%
CYP2D6 inhibition	-	0.9231	92.31%
CYP1A2 inhibition	+	0.8530	85.30%
CYP2C8 inhibition	+	0.6216	62.16%
CYP inhibitory promiscuity	+	0.6103	61.03%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5716	57.16%
Eye corrosion	-	0.9793	97.93%
Eye irritation	-	0.6488	64.88%
Skin irritation	-	0.7150	71.50%
Skin corrosion	-	0.9836	98.36%
Ames mutagenesis	-	0.7064	70.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.4296	42.96%
Micronuclear	+	0.8359	83.59%
Hepatotoxicity	-	0.6875	68.75%
skin sensitisation	-	0.9504	95.04%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.8134	81.34%
Acute Oral Toxicity (c)	II	0.4982	49.82%
Estrogen receptor binding	+	0.8914	89.14%
Androgen receptor binding	+	0.6872	68.72%
Thyroid receptor binding	+	0.6479	64.79%
Glucocorticoid receptor binding	+	0.7537	75.37%
Aromatase binding	+	0.7307	73.07%
PPAR gamma	+	0.7353	73.53%
Honey bee toxicity	-	0.7905	79.05%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6749	67.49%
Fish aquatic toxicity	+	0.8902	89.02%

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	97.71%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.54%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.68%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.31%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.61%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.86%	95.56%
CHEMBL2581	P07339	Cathepsin D	85.10%	98.95%
CHEMBL3194	P02766	Transthyretin	83.20%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.94%	99.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.70%	90.71%

Plants that contains it

• Acanthothamnus aphyllus
• Achillea magnifica
• Achillea maritima subsp. maritima
• Arnebia decumbens
• Artabotrys hexapetalus
• Berkheya rhapontica
• Cephalotaxus hainanensis
• Chromolaena arnottiana
• Cladrastis kentukea
• Clerodendrum cyrtophyllum
• Crinum stuhlmannii
• Crotalaria mitchellii
• Dracaena ombet
• Ferula gummosa
• Gardenia crameri
• Gardenia jasminoides
• Glycosmis puberula
• Hippophae rhamnoides
• Iryanthera polyneura
• Lantana trifolia
• Murraya paniculata
• Myrica arborea
• Nigella arvensis subsp. aristata
• Polygala fallax
• Polypodium vulgare
• Pseudoxandra sclerocarpa
• Stypandra glauca
• Vincetoxicum hirundinaria

Cross-Links

• PubChem: 73648
• NPASS: NPC75279
• LOTUS: LTS0179407
• wikiData: Q27278224