nor-Dentatin

Details

• Internal ID: 563006a5-2950-4da5-b90d-ffdc2da70ce1
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Pyranocoumarins > Linear pyranocoumarins
• IUPAC Name: 5-hydroxy-2,2-dimethyl-10-(2-methylbut-3-en-2-yl)pyrano[3,2-g]chromen-8-one
• SMILES (Canonical): CC1(C=CC2=C(O1)C(=C3C(=C2O)C=CC(=O)O3)C(C)(C)C=C)C
• SMILES (Isomeric): CC1(C=CC2=C(O1)C(=C3C(=C2O)C=CC(=O)O3)C(C)(C)C=C)C
• InChI: InChI=1S/C19H20O4/c1-6-18(2,3)14-16-11(7-8-13(20)22-16)15(21)12-9-10-19(4,5)23-17(12)14/h6-10,21H,1H2,2-5H3
• InChI Key: WYMMNGQSPNWCIK-UHFFFAOYSA-N
• Popularity: 7 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): 4.15
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• CHEBI:69940
• 5-hydroxy-2,2-dimethyl-10-(2-methylbut-3-en-2-yl)pyrano[3,2-g]chromen-8-one
• CHEMBL158309
• SCHEMBL3364111
• ZINC03641076
• Q27138283
• 10-(1,1-dimethylallyl)-5-hydroxy-2,2-dimethyl-pyrano[3,2-g]chromen-8-one
• 10-(1,1-Dimethyl-2-propenyl)-5-hydroxy-8,8-dimethyl-2H,8H-pyrano[3,2-g]chromen-2-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9841	98.41%
Caco-2	-	0.5557	55.57%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7150	71.50%
OATP2B1 inhibitior	-	0.8639	86.39%
OATP1B1 inhibitior	+	0.8517	85.17%
OATP1B3 inhibitior	+	0.9625	96.25%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.6535	65.35%
P-glycoprotein inhibitior	-	0.5210	52.10%
P-glycoprotein substrate	-	0.6868	68.68%
CYP3A4 substrate	+	0.5816	58.16%
CYP2C9 substrate	-	0.6381	63.81%
CYP2D6 substrate	-	0.8370	83.70%
CYP3A4 inhibition	-	0.5261	52.61%
CYP2C9 inhibition	-	0.6828	68.28%
CYP2C19 inhibition	-	0.7277	72.77%
CYP2D6 inhibition	-	0.9037	90.37%
CYP1A2 inhibition	-	0.7153	71.53%
CYP2C8 inhibition	-	0.5658	56.58%
CYP inhibitory promiscuity	-	0.7947	79.47%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9613	96.13%
Carcinogenicity (trinary)	Non-required	0.5104	51.04%
Eye corrosion	-	0.9830	98.30%
Eye irritation	+	0.6775	67.75%
Skin irritation	-	0.6676	66.76%
Skin corrosion	-	0.9517	95.17%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6487	64.87%
Micronuclear	+	0.6259	62.59%
Hepatotoxicity	+	0.7500	75.00%
skin sensitisation	-	0.7074	70.74%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.7586	75.86%
Acute Oral Toxicity (c)	III	0.4879	48.79%
Estrogen receptor binding	+	0.9462	94.62%
Androgen receptor binding	+	0.6496	64.96%
Thyroid receptor binding	+	0.7595	75.95%
Glucocorticoid receptor binding	+	0.8937	89.37%
Aromatase binding	+	0.8937	89.37%
PPAR gamma	+	0.7474	74.74%
Honey bee toxicity	-	0.8063	80.63%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9902	99.02%

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	98.72%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.59%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	95.16%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.05%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.89%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	87.24%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.77%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.54%	99.23%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.98%	89.34%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	81.24%	90.93%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.13%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.05%	95.89%

Plants that contains it

• Asterolasia squamuligera
• Bauhinia racemosa
• Catharanthus roseus
• Cinnamomum chekiangense
• Citrus × aurantium
• Citrus maxima
• Citrus medica
• Citrus trifoliata
• Clausena excavata
• Clausena harmandiana
• Enkleia malaccensis
• Lysimachia arvensis
• Moringa oleifera
• Paramignya monophylla
• Pinus koraiensis
• Pluchea dioscoridis
• Pyrola rotundifolia
• Stevia alpina
• Uncaria perrottetii

Cross-Links

• PubChem: 5495613
• NPASS: NPC37009
• ChEMBL: CHEMBL158309
• LOTUS: LTS0166816
• wikiData: Q27138283