Graphislactone C

Details

• Internal ID: c5c41927-19da-4e10-9132-3ebe3ac7bb16
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives
• IUPAC Name: 4,7-dihydroxy-1-(hydroxymethyl)-3,9-dimethoxybenzo[c]chromen-6-one
• InChI: InChI=1S/C16H14O7/c1-21-8-4-9-12-7(6-17)3-11(22-2)14(19)15(12)23-16(20)13(9)10(18)5-8/h3-5,17-19H,6H2,1-2H3
• InChI Key: DNRCSMHAWXCWNA-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₄O₇
• Molecular Weight: 318.28 g/mol
• Exact Mass: 318.07395278 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.87
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

• RefChem:144337
• SCHEMBL8638209
• SCHEMBL30321442
• CHEBI:224424
• 4,7-dihydroxy-1-(hydroxymethyl)-3,9-dimethoxybenzo[c]chromen-6-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9103	91.03%
Caco-2	+	0.6939	69.39%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7118	71.18%
OATP2B1 inhibitior	-	0.6978	69.78%
OATP1B1 inhibitior	+	0.8596	85.96%
OATP1B3 inhibitior	+	0.8263	82.63%
MATE1 inhibitior	-	0.5800	58.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7335	73.35%
P-glycoprotein inhibitior	-	0.7382	73.82%
P-glycoprotein substrate	-	0.7829	78.29%
CYP3A4 substrate	+	0.5503	55.03%
CYP2C9 substrate	-	0.5630	56.30%
CYP2D6 substrate	-	0.8584	85.84%
CYP3A4 inhibition	-	0.7945	79.45%
CYP2C9 inhibition	-	0.5914	59.14%
CYP2C19 inhibition	-	0.6131	61.31%
CYP2D6 inhibition	-	0.8306	83.06%
CYP1A2 inhibition	-	0.5255	52.55%
CYP2C8 inhibition	-	0.5762	57.62%
CYP inhibitory promiscuity	+	0.5956	59.56%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7322	73.22%
Eye corrosion	-	0.9711	97.11%
Eye irritation	+	0.8024	80.24%
Skin irritation	-	0.7770	77.70%
Skin corrosion	-	0.9763	97.63%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8158	81.58%
Micronuclear	+	0.6974	69.74%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.9029	90.29%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.8160	81.60%
Acute Oral Toxicity (c)	III	0.6271	62.71%
Estrogen receptor binding	+	0.8428	84.28%
Androgen receptor binding	+	0.5983	59.83%
Thyroid receptor binding	-	0.4870	48.70%
Glucocorticoid receptor binding	+	0.8973	89.73%
Aromatase binding	+	0.7126	71.26%
PPAR gamma	+	0.7859	78.59%
Honey bee toxicity	-	0.8585	85.85%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6249	62.49%
Fish aquatic toxicity	+	0.8354	83.54%

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	99.65%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.67%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.79%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.28%	99.15%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.53%	85.14%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	91.37%	92.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.10%	99.17%
CHEMBL2581	P07339	Cathepsin D	90.50%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.91%	89.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.24%	93.99%
CHEMBL3401	O75469	Pregnane X receptor	85.53%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.34%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.69%	94.45%
CHEMBL2535	P11166	Glucose transporter	82.83%	98.75%
CHEMBL4208	P20618	Proteasome component C5	82.52%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.51%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10687011
• LOTUS: LTS0012275
• wikiData: Q77573913