Dipetalin

Details

• Internal ID: 73a96869-c8ac-4786-a52f-37d339374b70
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Pyranocoumarins > Angular pyranocoumarins
• IUPAC Name: 5-methoxy-2,2-dimethyl-6-(3-methylbut-2-enyl)pyrano[2,3-h]chromen-8-one
• SMILES (Canonical): CC(=CCC1=C(C2=C(C3=C1OC(=O)C=C3)OC(C=C2)(C)C)OC)C
• SMILES (Isomeric): CC(=CCC1=C(C2=C(C3=C1OC(=O)C=C3)OC(C=C2)(C)C)OC)C
• InChI: InChI=1S/C20H22O4/c1-12(2)6-7-13-17(22-5)15-10-11-20(3,4)24-19(15)14-8-9-16(21)23-18(13)14/h6,8-11H,7H2,1-5H3
• InChI Key: NOGMHSRRWYDWTM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₄
• Molecular Weight: 326.40 g/mol
• Exact Mass: 326.15180918 g/mol
• Topological Polar Surface Area (TPSA): 44.80 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 4.49
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• Dipetaline
• UNII-5VH0452G7F
• 5VH0452G7F
• 59701-36-9
• DTXSID90208417
• Q27262924
• 2H,8H-BENZO(1,2-B:3,4-B')DIPYRAN-8-ONE, 5-METHOXY-2,2-DIMETHYL-6-(3-METHYL-2-BUTENYL)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9918	99.18%
Caco-2	+	0.7643	76.43%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6616	66.16%
OATP2B1 inhibitior	-	0.8608	86.08%
OATP1B1 inhibitior	+	0.8237	82.37%
OATP1B3 inhibitior	+	0.8568	85.68%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8697	86.97%
P-glycoprotein inhibitior	+	0.6158	61.58%
P-glycoprotein substrate	-	0.6383	63.83%
CYP3A4 substrate	+	0.5690	56.90%
CYP2C9 substrate	-	0.6435	64.35%
CYP2D6 substrate	-	0.8086	80.86%
CYP3A4 inhibition	-	0.6006	60.06%
CYP2C9 inhibition	-	0.5596	55.96%
CYP2C19 inhibition	+	0.8242	82.42%
CYP2D6 inhibition	-	0.8301	83.01%
CYP1A2 inhibition	+	0.6867	68.67%
CYP2C8 inhibition	-	0.6316	63.16%
CYP inhibitory promiscuity	+	0.8122	81.22%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9513	95.13%
Carcinogenicity (trinary)	Non-required	0.5562	55.62%
Eye corrosion	-	0.9864	98.64%
Eye irritation	-	0.5154	51.54%
Skin irritation	-	0.7506	75.06%
Skin corrosion	-	0.9670	96.70%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7966	79.66%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.7327	73.27%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	-	0.6946	69.46%
Acute Oral Toxicity (c)	III	0.7198	71.98%
Estrogen receptor binding	+	0.8671	86.71%
Androgen receptor binding	+	0.6595	65.95%
Thyroid receptor binding	+	0.6603	66.03%
Glucocorticoid receptor binding	+	0.8101	81.01%
Aromatase binding	+	0.7792	77.92%
PPAR gamma	+	0.8655	86.55%
Honey bee toxicity	-	0.6981	69.81%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9946	99.46%

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	99.08%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.48%	94.45%
CHEMBL2581	P07339	Cathepsin D	91.82%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.53%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	86.33%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.98%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.92%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.05%	94.00%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	82.81%	85.30%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.58%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.27%	96.00%

Plants that contains it

• Geleznowia verrucosa
• Zanthoxylum americanum
• Zanthoxylum avicennae
• Zanthoxylum dipetalum

Cross-Links

• PubChem: 5316928
• NPASS: NPC250653
• LOTUS: LTS0227043
• wikiData: Q27262924