11-Methylgerberinol

Details

• Internal ID: 3c4889d5-7963-4c8c-af87-19aa8985bc10
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Hydroxycoumarins > 4-hydroxycoumarins
• IUPAC Name: 4-hydroxy-3-[1-(4-hydroxy-5-methyl-2-oxochromen-3-yl)ethyl]-5-methylchromen-2-one
• InChI: InChI=1S/C22H18O6/c1-10-6-4-8-13-15(10)19(23)17(21(25)27-13)12(3)18-20(24)16-11(2)7-5-9-14(16)28-22(18)26/h4-9,12,23-24H,1-3H3
• InChI Key: DVOGDIBWOOVRGI-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₁₈O₆
• Molecular Weight: 378.40 g/mol
• Exact Mass: 378.11033829 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 4.08
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• 3,3'-Ethylidenebis(4-hydroxy-5-methyl-2H-1-benzopyran-2-one)
• 3,3'-Ethylidenebis[4-hydroxy-5-methyl-2H-1-benzopyran-2-one]
• CHEBI:172609
• DTXSID701185967
• 4-HYDROXY-3-[1-(4-HYDROXY-5-METHYL-2-OXOCHROMEN-3-YL)ETHYL]-5-METHYLCHROMEN-2-ONE
• 173559-76-7

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9310	93.10%
Caco-2	+	0.6611	66.11%
Blood Brain Barrier	-	0.8750	87.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8050	80.50%
OATP2B1 inhibitior	+	0.5657	56.57%
OATP1B1 inhibitior	+	0.8891	88.91%
OATP1B3 inhibitior	+	0.8862	88.62%
MATE1 inhibitior	-	0.6600	66.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.4831	48.31%
P-glycoprotein inhibitior	-	0.5523	55.23%
P-glycoprotein substrate	-	0.8976	89.76%
CYP3A4 substrate	-	0.5650	56.50%
CYP2C9 substrate	+	0.7157	71.57%
CYP2D6 substrate	-	0.8824	88.24%
CYP3A4 inhibition	-	0.9385	93.85%
CYP2C9 inhibition	-	0.6540	65.40%
CYP2C19 inhibition	-	0.9677	96.77%
CYP2D6 inhibition	-	0.9656	96.56%
CYP1A2 inhibition	-	0.7612	76.12%
CYP2C8 inhibition	-	0.9400	94.00%
CYP inhibitory promiscuity	-	0.8991	89.91%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9713	97.13%
Carcinogenicity (trinary)	Non-required	0.5711	57.11%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.7014	70.14%
Skin irritation	-	0.6417	64.17%
Skin corrosion	-	0.9689	96.89%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3925	39.25%
Micronuclear	+	0.8700	87.00%
Hepatotoxicity	+	0.6875	68.75%
skin sensitisation	-	0.9274	92.74%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.7165	71.65%
Acute Oral Toxicity (c)	II	0.4876	48.76%
Estrogen receptor binding	+	0.8761	87.61%
Androgen receptor binding	+	0.5350	53.50%
Thyroid receptor binding	+	0.5385	53.85%
Glucocorticoid receptor binding	+	0.6327	63.27%
Aromatase binding	+	0.5200	52.00%
PPAR gamma	+	0.7276	72.76%
Honey bee toxicity	-	0.9650	96.50%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5363	53.63%
Fish aquatic toxicity	+	0.9707	97.07%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.47%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.85%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	93.96%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.33%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.85%	89.00%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	90.58%	93.65%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.15%	99.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.23%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.89%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.62%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.92%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.82%	99.15%

Plants that contains it

• Diospyros kaki

Cross-Links

• PubChem: 101690823
• LOTUS: LTS0156609
• wikiData: Q104990259