5-Hydroxy-2,2-dimethyl-10-(3-methylbut-2-enyl)pyrano[3,2-g]chromen-8-one

Details

• Internal ID: fddcec13-f7eb-4bfe-8237-a504f1e043af
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Pyranocoumarins > Linear pyranocoumarins
• IUPAC Name: 5-hydroxy-2,2-dimethyl-10-(3-methylbut-2-enyl)pyrano[3,2-g]chromen-8-one
• SMILES (Canonical): CC(=CCC1=C2C(=C(C3=C1OC(C=C3)(C)C)O)C=CC(=O)O2)C
• SMILES (Isomeric): CC(=CCC1=C2C(=C(C3=C1OC(C=C3)(C)C)O)C=CC(=O)O2)C
• InChI: InChI=1S/C19H20O4/c1-11(2)5-6-14-17-12(7-8-15(20)22-17)16(21)13-9-10-19(3,4)23-18(13)14/h5,7-10,21H,6H2,1-4H3
• InChI Key: NZJOMNMCRDSZDS-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₀O₄
• Molecular Weight: 312.40 g/mol
• Exact Mass: 312.13615911 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 4.19
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• 25643-54-3
• 2H,8H-Benzo[1,2-b:5,4-b']dipyran-2-one, 5-hydroxy-8,8-dimethyl-10-(3-methyl-2-butenyl)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9922	99.22%
Caco-2	+	0.6565	65.65%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7456	74.56%
OATP2B1 inhibitior	-	0.5841	58.41%
OATP1B1 inhibitior	+	0.7911	79.11%
OATP1B3 inhibitior	+	0.9136	91.36%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.7457	74.57%
P-glycoprotein inhibitior	-	0.4606	46.06%
P-glycoprotein substrate	-	0.6187	61.87%
CYP3A4 substrate	+	0.5450	54.50%
CYP2C9 substrate	-	0.6120	61.20%
CYP2D6 substrate	-	0.8073	80.73%
CYP3A4 inhibition	-	0.8527	85.27%
CYP2C9 inhibition	+	0.5525	55.25%
CYP2C19 inhibition	+	0.6342	63.42%
CYP2D6 inhibition	-	0.8416	84.16%
CYP1A2 inhibition	-	0.7053	70.53%
CYP2C8 inhibition	-	0.6638	66.38%
CYP inhibitory promiscuity	+	0.5180	51.80%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9513	95.13%
Carcinogenicity (trinary)	Non-required	0.6040	60.40%
Eye corrosion	-	0.9889	98.89%
Eye irritation	+	0.7385	73.85%
Skin irritation	-	0.6554	65.54%
Skin corrosion	-	0.9543	95.43%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4652	46.52%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.6411	64.11%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.7817	78.17%
Acute Oral Toxicity (c)	III	0.6765	67.65%
Estrogen receptor binding	+	0.9499	94.99%
Androgen receptor binding	+	0.7096	70.96%
Thyroid receptor binding	+	0.6779	67.79%
Glucocorticoid receptor binding	+	0.9272	92.72%
Aromatase binding	+	0.8360	83.60%
PPAR gamma	+	0.8771	87.71%
Honey bee toxicity	-	0.8455	84.55%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9922	99.22%

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	99.56%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.55%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	96.02%	91.49%
CHEMBL2581	P07339	Cathepsin D	95.74%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	90.08%	94.73%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	88.81%	85.30%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	88.62%	89.34%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.02%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.52%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.65%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.23%	85.14%
CHEMBL3038469	P24941	CDK2/Cyclin A	82.89%	91.38%

Plants that contains it

• Lysimachia arvensis
• Uncaria perrottetii

Cross-Links

• PubChem: 71436449
• NPASS: NPC99412