[(1R,2S,3R,4R,5S,8R,10R,13R)-5-hydroxy-3,4,13-trimethyl-12-oxo-11,14-dioxatetracyclo[8.3.1.01,10.03,8]tetradecan-2-yl] (Z)-2-methylbut-2-enoate

Details

• Internal ID: 6520af3c-8a76-4f84-b3fa-50fc021b4eeb
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: [(1R,2S,3R,4R,5S,8R,10R,13R)-5-hydroxy-3,4,13-trimethyl-12-oxo-11,14-dioxatetracyclo[8.3.1.01,10.03,8]tetradecan-2-yl] (Z)-2-methylbut-2-enoate
• InChI: InChI=1S/C20H28O6/c1-6-10(2)15(22)24-17-18(5)11(3)14(21)8-7-13(18)9-19-20(17,26-19)12(4)16(23)25-19/h6,11-14,17,21H,7-9H2,1-5H3/b10-6-/t11-,12-,13+,14-,17-,18-,19-,20+/m0/s1
• InChI Key: FYNKIYMILKEXOG-UTRNDYNSSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₆
• Molecular Weight: 364.40 g/mol
• Exact Mass: 364.18858861 g/mol
• Topological Polar Surface Area (TPSA): 85.40 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.34
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9790	97.90%
Caco-2	+	0.6862	68.62%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7209	72.09%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8807	88.07%
OATP1B3 inhibitior	+	0.8938	89.38%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7771	77.71%
BSEP inhibitior	+	0.5630	56.30%
P-glycoprotein inhibitior	-	0.6038	60.38%
P-glycoprotein substrate	-	0.6604	66.04%
CYP3A4 substrate	+	0.6660	66.60%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8846	88.46%
CYP3A4 inhibition	-	0.6146	61.46%
CYP2C9 inhibition	-	0.8689	86.89%
CYP2C19 inhibition	-	0.8870	88.70%
CYP2D6 inhibition	-	0.9408	94.08%
CYP1A2 inhibition	-	0.8198	81.98%
CYP2C8 inhibition	-	0.7411	74.11%
CYP inhibitory promiscuity	-	0.9474	94.74%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4972	49.72%
Eye corrosion	-	0.9867	98.67%
Eye irritation	-	0.9661	96.61%
Skin irritation	-	0.5569	55.69%
Skin corrosion	-	0.8658	86.58%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6922	69.22%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	-	0.5163	51.63%
skin sensitisation	-	0.7983	79.83%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.6466	64.66%
Acute Oral Toxicity (c)	III	0.3145	31.45%
Estrogen receptor binding	+	0.8860	88.60%
Androgen receptor binding	+	0.6556	65.56%
Thyroid receptor binding	+	0.6897	68.97%
Glucocorticoid receptor binding	+	0.7790	77.90%
Aromatase binding	+	0.6873	68.73%
PPAR gamma	+	0.7218	72.18%
Honey bee toxicity	-	0.7300	73.00%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9340	93.40%

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	98.22%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.10%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.77%	89.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.92%	92.94%
CHEMBL2581	P07339	Cathepsin D	87.67%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	86.95%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.34%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.05%	99.23%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.19%	96.77%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.97%	95.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.24%	91.07%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.06%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.65%	94.45%

Plants that contains it

• Petasites japonicus

Cross-Links

• PubChem: 162981611
• LOTUS: LTS0144127
• wikiData: Q105004593