3'-ethenyl-2-hydroxy-3,3',10'-trimethylspiro[2H-furan-5,2'-4H-pyrano[3,2-c]chromene]-5'-one

Details

• Internal ID: 5edc0bc4-db11-4d04-882b-cfd169904906
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Pyranocoumarins > Angular pyranocoumarins
• IUPAC Name: 3'-ethenyl-2-hydroxy-3,3',10'-trimethylspiro[2H-furan-5,2'-4H-pyrano[3,2-c]chromene]-5'-one
• SMILES (Canonical): CC1=C2C(=CC=C1)OC(=O)C3=C2OC4(C=C(C(O4)O)C)C(C3)(C)C=C
• SMILES (Isomeric): CC1=C2C(=CC=C1)OC(=O)C3=C2OC4(C=C(C(O4)O)C)C(C3)(C)C=C
• InChI: InChI=1S/C20H20O5/c1-5-19(4)10-13-16(24-20(19)9-12(3)17(21)25-20)15-11(2)7-6-8-14(15)23-18(13)22/h5-9,17,21H,1,10H2,2-4H3
• InChI Key: DPMMSWDFPUUAAQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀O₅
• Molecular Weight: 340.40 g/mol
• Exact Mass: 340.13107373 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.22
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9904	99.04%
Caco-2	+	0.6553	65.53%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6803	68.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9173	91.73%
OATP1B3 inhibitior	+	0.9122	91.22%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.6805	68.05%
P-glycoprotein inhibitior	-	0.5147	51.47%
P-glycoprotein substrate	-	0.6251	62.51%
CYP3A4 substrate	+	0.6566	65.66%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	-	0.8586	85.86%
CYP3A4 inhibition	+	0.6227	62.27%
CYP2C9 inhibition	+	0.5536	55.36%
CYP2C19 inhibition	+	0.5437	54.37%
CYP2D6 inhibition	-	0.9154	91.54%
CYP1A2 inhibition	+	0.5663	56.63%
CYP2C8 inhibition	-	0.6182	61.82%
CYP inhibitory promiscuity	+	0.5433	54.33%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Danger	0.4714	47.14%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.7582	75.82%
Skin irritation	-	0.6290	62.90%
Skin corrosion	-	0.9406	94.06%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4114	41.14%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	+	0.5803	58.03%
skin sensitisation	-	0.6381	63.81%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.5933	59.33%
Acute Oral Toxicity (c)	II	0.4140	41.40%
Estrogen receptor binding	+	0.8636	86.36%
Androgen receptor binding	+	0.6973	69.73%
Thyroid receptor binding	-	0.5171	51.71%
Glucocorticoid receptor binding	+	0.8401	84.01%
Aromatase binding	+	0.8065	80.65%
PPAR gamma	+	0.8352	83.52%
Honey bee toxicity	-	0.7684	76.84%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL240	Q12809	HERG	98.87%	89.76%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.69%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.50%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.67%	89.00%
CHEMBL2581	P07339	Cathepsin D	91.57%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	89.09%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.02%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.89%	97.09%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	85.99%	93.65%
CHEMBL1951	P21397	Monoamine oxidase A	84.35%	91.49%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.37%	96.77%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.69%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.94%	95.89%

Plants that contains it

• Ethulia conyzoides

Cross-Links

• PubChem: 163096515
• LOTUS: LTS0077867
• wikiData: Q104986592