[(1S,8S,9S,10R,11R,13R)-8-acetyloxy-6,9,10-trimethyl-4,14-dioxatetracyclo[7.5.0.01,13.03,7]tetradeca-3(7),5-dien-11-yl] 2-methylprop-2-enoate

Details

• Internal ID: a732f845-3977-4197-9fa5-637bff169b01
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: [(1S,8S,9S,10R,11R,13R)-8-acetyloxy-6,9,10-trimethyl-4,14-dioxatetracyclo[7.5.0.01,13.03,7]tetradeca-3(7),5-dien-11-yl] 2-methylprop-2-enoate
• InChI: InChI=1S/C21H26O6/c1-10(2)19(23)26-14-7-16-21(27-16)8-15-17(11(3)9-24-15)18(25-13(5)22)20(21,6)12(14)4/h9,12,14,16,18H,1,7-8H2,2-6H3/t12-,14+,16+,18+,20-,21+/m0/s1
• InChI Key: IGPZIXGZYJCKJA-UAZVUCPKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₆O₆
• Molecular Weight: 374.40 g/mol
• Exact Mass: 374.17293854 g/mol
• Topological Polar Surface Area (TPSA): 78.30 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 3.42
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9936	99.36%
Caco-2	+	0.5910	59.10%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6929	69.29%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8925	89.25%
OATP1B3 inhibitior	+	0.8513	85.13%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.5742	57.42%
P-glycoprotein inhibitior	+	0.5930	59.30%
P-glycoprotein substrate	-	0.5814	58.14%
CYP3A4 substrate	+	0.6827	68.27%
CYP2C9 substrate	-	0.8163	81.63%
CYP2D6 substrate	-	0.8617	86.17%
CYP3A4 inhibition	+	0.6061	60.61%
CYP2C9 inhibition	-	0.7662	76.62%
CYP2C19 inhibition	-	0.6267	62.67%
CYP2D6 inhibition	-	0.9453	94.53%
CYP1A2 inhibition	-	0.6022	60.22%
CYP2C8 inhibition	+	0.4635	46.35%
CYP inhibitory promiscuity	-	0.6477	64.77%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5744	57.44%
Eye corrosion	-	0.9850	98.50%
Eye irritation	-	0.9095	90.95%
Skin irritation	-	0.6960	69.60%
Skin corrosion	-	0.9290	92.90%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3924	39.24%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.6536	65.36%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.7781	77.81%
Acute Oral Toxicity (c)	III	0.3586	35.86%
Estrogen receptor binding	+	0.7835	78.35%
Androgen receptor binding	+	0.6256	62.56%
Thyroid receptor binding	+	0.6611	66.11%
Glucocorticoid receptor binding	+	0.7969	79.69%
Aromatase binding	+	0.7013	70.13%
PPAR gamma	+	0.7748	77.48%
Honey bee toxicity	-	0.5957	59.57%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.88%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.76%	96.09%
CHEMBL2996	Q05655	Protein kinase C delta	88.60%	97.79%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.78%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.00%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	85.84%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.59%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.49%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	83.16%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.17%	86.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.11%	95.89%

Plants that contains it

• Ligularia vorobievii

Cross-Links

• PubChem: 101606279
• LOTUS: LTS0019969
• wikiData: Q105112763