Rudicoumarin A

Details

• Internal ID: 2212e7b0-62d3-4b74-a64b-839a764a4b11
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Hydroxycoumarins > 7-hydroxycoumarins
• IUPAC Name: 7-hydroxy-3,8-dimethoxychromen-2-one
• SMILES (Canonical): COC1=CC2=C(C(=C(C=C2)O)OC)OC1=O
• SMILES (Isomeric): COC1=CC2=C(C(=C(C=C2)O)OC)OC1=O
• InChI: InChI=1S/C11H10O5/c1-14-8-5-6-3-4-7(12)10(15-2)9(6)16-11(8)13/h3-5,12H,1-2H3
• InChI Key: TZTKBQHJJXNGEI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₀O₅
• Molecular Weight: 222.19 g/mol
• Exact Mass: 222.05282342 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.52
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9643	96.43%
Caco-2	+	0.6551	65.51%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6686	66.86%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9592	95.92%
OATP1B3 inhibitior	+	0.9746	97.46%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.7850	78.50%
P-glycoprotein inhibitior	-	0.8884	88.84%
P-glycoprotein substrate	-	0.9714	97.14%
CYP3A4 substrate	-	0.6269	62.69%
CYP2C9 substrate	-	0.8431	84.31%
CYP2D6 substrate	-	0.8139	81.39%
CYP3A4 inhibition	-	0.7395	73.95%
CYP2C9 inhibition	-	0.9291	92.91%
CYP2C19 inhibition	-	0.7830	78.30%
CYP2D6 inhibition	-	0.8714	87.14%
CYP1A2 inhibition	+	0.8253	82.53%
CYP2C8 inhibition	-	0.7491	74.91%
CYP inhibitory promiscuity	-	0.6635	66.35%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6010	60.10%
Eye corrosion	-	0.9585	95.85%
Eye irritation	+	0.9444	94.44%
Skin irritation	-	0.6008	60.08%
Skin corrosion	-	0.9837	98.37%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7127	71.27%
Micronuclear	+	0.9059	90.59%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.9324	93.24%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.5996	59.96%
Acute Oral Toxicity (c)	II	0.6201	62.01%
Estrogen receptor binding	+	0.8165	81.65%
Androgen receptor binding	+	0.6040	60.40%
Thyroid receptor binding	-	0.5965	59.65%
Glucocorticoid receptor binding	+	0.6141	61.41%
Aromatase binding	+	0.6401	64.01%
PPAR gamma	+	0.5516	55.16%
Honey bee toxicity	-	0.9472	94.72%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9128	91.28%

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	97.61%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.46%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.77%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.19%	86.33%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	89.15%	80.78%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.56%	99.15%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	87.42%	98.11%
CHEMBL2535	P11166	Glucose transporter	85.69%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.86%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.05%	99.23%
CHEMBL4208	P20618	Proteasome component C5	82.45%	90.00%
CHEMBL1255126	O15151	Protein Mdm4	81.73%	90.20%
CHEMBL2581	P07339	Cathepsin D	80.72%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	80.50%	94.73%

Plants that contains it

• Rhadinothamnus rudis

Cross-Links

• PubChem: 86085258
• LOTUS: LTS0023815
• wikiData: Q105268386