[(1S,8S,9S,10R,11R,13R)-8-hydroxy-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: 4f5d31f6-cc95-41db-a26f-b8b0353cd875
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: [(1S,8S,9S,10R,11R,13R)-8-hydroxy-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/C19H24O5/c1-9(2)17(21)23-12-6-14-19(24-14)7-13-15(10(3)8-22-13)16(20)18(19,5)11(12)4/h8,11-12,14,16,20H,1,6-7H2,2-5H3/t11-,12+,14+,16+,18-,19+/m0/s1
• InChI Key: KSNCKXYSCFUFDL-SDQQILEPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄O₅
• Molecular Weight: 332.40 g/mol
• Exact Mass: 332.16237386 g/mol
• Topological Polar Surface Area (TPSA): 72.20 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.85
• H-Bond Acceptor: 5
• 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	+	0.9882	98.82%
Caco-2	+	0.6566	65.66%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6823	68.23%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8957	89.57%
OATP1B3 inhibitior	+	0.8389	83.89%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.5866	58.66%
P-glycoprotein inhibitior	-	0.6884	68.84%
P-glycoprotein substrate	-	0.5314	53.14%
CYP3A4 substrate	+	0.6729	67.29%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8221	82.21%
CYP3A4 inhibition	-	0.5192	51.92%
CYP2C9 inhibition	-	0.7267	72.67%
CYP2C19 inhibition	-	0.5460	54.60%
CYP2D6 inhibition	-	0.9321	93.21%
CYP1A2 inhibition	-	0.5057	50.57%
CYP2C8 inhibition	+	0.4439	44.39%
CYP inhibitory promiscuity	-	0.6539	65.39%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5376	53.76%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.9392	93.92%
Skin irritation	-	0.6562	65.62%
Skin corrosion	-	0.9386	93.86%
Ames mutagenesis	-	0.5554	55.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7613	76.13%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.7137	71.37%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.6448	64.48%
Acute Oral Toxicity (c)	II	0.3641	36.41%
Estrogen receptor binding	+	0.7762	77.62%
Androgen receptor binding	+	0.5799	57.99%
Thyroid receptor binding	+	0.7078	70.78%
Glucocorticoid receptor binding	+	0.6349	63.49%
Aromatase binding	+	0.5595	55.95%
PPAR gamma	+	0.7960	79.60%
Honey bee toxicity	-	0.6165	61.65%
Biodegradation	-	0.7750	77.50%
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	98.13%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.69%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	87.96%	90.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.62%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.42%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.19%	97.09%
CHEMBL2996	Q05655	Protein kinase C delta	85.92%	97.79%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.06%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	83.57%	91.19%
CHEMBL3401	O75469	Pregnane X receptor	81.32%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.20%	94.45%

Plants that contains it

• Ligularia vorobievii

Cross-Links

• PubChem: 162923139
• LOTUS: LTS0177107
• wikiData: Q105145505