[(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] (Z)-2-methylbut-2-enoate

Details

• Internal ID: d030aa49-f2c2-4536-9c99-0afee7b1f4fb
• 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] (Z)-2-methylbut-2-enoate
• InChI: InChI=1S/C22H28O6/c1-7-11(2)20(24)27-15-8-17-22(28-17)9-16-18(12(3)10-25-16)19(26-14(5)23)21(22,6)13(15)4/h7,10,13,15,17,19H,8-9H2,1-6H3/b11-7-/t13-,15+,17+,19+,21-,22+/m0/s1
• InChI Key: XRGFNQZLIQYXND-PAYVTQSMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₈O₆
• Molecular Weight: 388.50 g/mol
• Exact Mass: 388.18858861 g/mol
• Topological Polar Surface Area (TPSA): 78.30 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.81
• 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	+	0.9949	99.49%
Caco-2	+	0.6121	61.21%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7272	72.72%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8719	87.19%
OATP1B3 inhibitior	+	0.8759	87.59%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.6650	66.50%
P-glycoprotein inhibitior	+	0.7299	72.99%
P-glycoprotein substrate	-	0.6056	60.56%
CYP3A4 substrate	+	0.6730	67.30%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8839	88.39%
CYP3A4 inhibition	-	0.5207	52.07%
CYP2C9 inhibition	-	0.7610	76.10%
CYP2C19 inhibition	-	0.6407	64.07%
CYP2D6 inhibition	-	0.9454	94.54%
CYP1A2 inhibition	-	0.6437	64.37%
CYP2C8 inhibition	-	0.5698	56.98%
CYP inhibitory promiscuity	-	0.6095	60.95%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.5293	52.93%
Eye corrosion	-	0.9867	98.67%
Eye irritation	-	0.9076	90.76%
Skin irritation	-	0.7001	70.01%
Skin corrosion	-	0.9337	93.37%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6994	69.94%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.6909	69.09%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.7406	74.06%
Acute Oral Toxicity (c)	III	0.3546	35.46%
Estrogen receptor binding	+	0.8587	85.87%
Androgen receptor binding	+	0.6470	64.70%
Thyroid receptor binding	+	0.6565	65.65%
Glucocorticoid receptor binding	+	0.7957	79.57%
Aromatase binding	+	0.6776	67.76%
PPAR gamma	+	0.7980	79.80%
Honey bee toxicity	-	0.5879	58.79%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
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	97.84%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.77%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.18%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.03%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.60%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	88.04%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.09%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.99%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	83.92%	91.19%
CHEMBL3401	O75469	Pregnane X receptor	83.91%	94.73%
CHEMBL2996	Q05655	Protein kinase C delta	80.89%	97.79%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.24%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.00%	99.23%

Plants that contains it

• Ligularia vorobievii

Cross-Links

• PubChem: 162948234
• LOTUS: LTS0033319
• wikiData: Q105340451