Qianhucoumarin E

Details

• Internal ID: 30c4e3df-db05-4408-abf6-f97b93558cf1
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Pyranocoumarins > Angular pyranocoumarins
• IUPAC Name: (8,8-dimethyl-2,10-dioxo-9H-pyrano[2,3-f]chromen-9-yl) (E)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C(=O)C2=C(C=CC3=C2OC(=O)C=C3)OC1(C)C
• SMILES (Isomeric): C/C=C(\C)/C(=O)OC1C(=O)C2=C(C=CC3=C2OC(=O)C=C3)OC1(C)C
• InChI: InChI=1S/C19H18O6/c1-5-10(2)18(22)24-17-15(21)14-12(25-19(17,3)4)8-6-11-7-9-13(20)23-16(11)14/h5-9,17H,1-4H3/b10-5+
• InChI Key: PGOMXBOHQUBUMI-BJMVGYQFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₈O₆
• Molecular Weight: 342.30 g/mol
• Exact Mass: 342.11033829 g/mol
• Topological Polar Surface Area (TPSA): 78.90 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.02
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

• SCHEMBL17359112
• 156041-02-0
• (8,8-dimethyl-2,10-dioxo-9H-pyrano[2,3-f]chromen-9-yl) (E)-2-methylbut-2-enoate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9868	98.68%
Caco-2	+	0.6930	69.30%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7240	72.40%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8733	87.33%
OATP1B3 inhibitior	+	0.9510	95.10%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8344	83.44%
P-glycoprotein inhibitior	+	0.8291	82.91%
P-glycoprotein substrate	-	0.8593	85.93%
CYP3A4 substrate	+	0.5437	54.37%
CYP2C9 substrate	-	0.6117	61.17%
CYP2D6 substrate	-	0.8918	89.18%
CYP3A4 inhibition	+	0.6239	62.39%
CYP2C9 inhibition	-	0.6806	68.06%
CYP2C19 inhibition	+	0.7432	74.32%
CYP2D6 inhibition	-	0.8778	87.78%
CYP1A2 inhibition	-	0.5415	54.15%
CYP2C8 inhibition	+	0.4465	44.65%
CYP inhibitory promiscuity	+	0.6952	69.52%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Danger	0.4415	44.15%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.7975	79.75%
Skin irritation	-	0.7534	75.34%
Skin corrosion	-	0.9607	96.07%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4176	41.76%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	+	0.5587	55.87%
skin sensitisation	-	0.6848	68.48%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	+	0.6786	67.86%
Acute Oral Toxicity (c)	III	0.7765	77.65%
Estrogen receptor binding	+	0.8497	84.97%
Androgen receptor binding	+	0.7898	78.98%
Thyroid receptor binding	-	0.6210	62.10%
Glucocorticoid receptor binding	+	0.6123	61.23%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.6131	61.31%
Honey bee toxicity	-	0.7561	75.61%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9954	99.54%

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	97.76%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.33%	94.45%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	94.11%	85.30%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.96%	99.23%
CHEMBL2581	P07339	Cathepsin D	91.54%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.23%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.38%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.01%	94.00%

Plants that contains it

• Kitagawia praeruptora

Cross-Links

• PubChem: 5320814
• NPASS: NPC309619