(3S,3'S,4R)-4-ethenyl-3'-hydroxy-4,4',4',10-tetramethylspiro[2H-pyrano[3,2-c]chromene-3,2'-oxetane]-5-one

Details

• Internal ID: 40d87ac4-5f08-4176-9a7b-1471d699bb70
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Pyranocoumarins > Angular pyranocoumarins
• IUPAC Name: (3S,3'S,4R)-4-ethenyl-3'-hydroxy-4,4',4',10-tetramethylspiro[2H-pyrano[3,2-c]chromene-3,2'-oxetane]-5-one
• InChI: InChI=1S/C20H22O5/c1-6-19(5)14-15(23-10-20(19)17(22)18(3,4)25-20)13-11(2)8-7-9-12(13)24-16(14)21/h6-9,17,22H,1,10H2,2-5H3/t17-,19+,20-/m0/s1
• InChI Key: BDRMCUFJZJXJMC-SXLOBPIMSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₅
• Molecular Weight: 342.40 g/mol
• Exact Mass: 342.14672380 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.85
• 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	+	0.9773	97.73%
Caco-2	-	0.5724	57.24%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7288	72.88%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9072	90.72%
OATP1B3 inhibitior	+	0.9217	92.17%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6452	64.52%
P-glycoprotein inhibitior	-	0.5951	59.51%
P-glycoprotein substrate	-	0.7304	73.04%
CYP3A4 substrate	+	0.6119	61.19%
CYP2C9 substrate	-	0.8197	81.97%
CYP2D6 substrate	-	0.8323	83.23%
CYP3A4 inhibition	-	0.6177	61.77%
CYP2C9 inhibition	-	0.7754	77.54%
CYP2C19 inhibition	-	0.6436	64.36%
CYP2D6 inhibition	-	0.9075	90.75%
CYP1A2 inhibition	+	0.5634	56.34%
CYP2C8 inhibition	-	0.6345	63.45%
CYP inhibitory promiscuity	-	0.9224	92.24%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5696	56.96%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.7661	76.61%
Skin irritation	-	0.7314	73.14%
Skin corrosion	-	0.9196	91.96%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5633	56.33%
Micronuclear	-	0.5841	58.41%
Hepatotoxicity	+	0.5553	55.53%
skin sensitisation	-	0.7065	70.65%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.6644	66.44%
Acute Oral Toxicity (c)	III	0.6068	60.68%
Estrogen receptor binding	+	0.9035	90.35%
Androgen receptor binding	+	0.6474	64.74%
Thyroid receptor binding	+	0.7385	73.85%
Glucocorticoid receptor binding	+	0.7823	78.23%
Aromatase binding	+	0.8399	83.99%
PPAR gamma	+	0.8083	80.83%
Honey bee toxicity	-	0.7544	75.44%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9906	99.06%

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	97.82%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.20%	95.56%
CHEMBL2581	P07339	Cathepsin D	93.96%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.17%	89.00%
CHEMBL4040	P28482	MAP kinase ERK2	91.79%	83.82%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.60%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	88.24%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.22%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.99%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.95%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.80%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.96%	94.00%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	80.96%	96.39%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.72%	94.45%
CHEMBL4530	P00488	Coagulation factor XIII	80.18%	96.00%

Plants that contains it

• Ethulia gracilis

Cross-Links

• PubChem: 162844706
• LOTUS: LTS0177950
• wikiData: Q104924623