(3-Hydroxy-6,9,10-trimethyl-5-oxo-4,14-dioxatetracyclo[7.5.0.01,13.03,7]tetradec-6-en-8-yl) 2-methylprop-2-enoate

Details

• Internal ID: 27362174-bf17-4715-b04b-7d7d3bc1315d
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (3-hydroxy-6,9,10-trimethyl-5-oxo-4,14-dioxatetracyclo[7.5.0.01,13.03,7]tetradec-6-en-8-yl) 2-methylprop-2-enoate
• SMILES (Canonical): CC1CCC2C3(C1(C(C4=C(C(=O)OC4(C3)O)C)OC(=O)C(=C)C)C)O2
• SMILES (Isomeric): CC1CCC2C3(C1(C(C4=C(C(=O)OC4(C3)O)C)OC(=O)C(=C)C)C)O2
• InChI: InChI=1S/C19H24O6/c1-9(2)15(20)23-14-13-11(4)16(21)25-19(13,22)8-18-12(24-18)7-6-10(3)17(14,18)5/h10,12,14,22H,1,6-8H2,2-5H3
• InChI Key: YQSCJMNPXRPKAC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄O₆
• Molecular Weight: 348.40 g/mol
• Exact Mass: 348.15728848 g/mol
• Topological Polar Surface Area (TPSA): 85.40 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 2.01
• 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	+	0.9892	98.92%
Caco-2	+	0.6673	66.73%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6943	69.43%
OATP2B1 inhibitior	-	0.8600	86.00%
OATP1B1 inhibitior	+	0.9049	90.49%
OATP1B3 inhibitior	+	0.8900	89.00%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.6521	65.21%
BSEP inhibitior	-	0.7271	72.71%
P-glycoprotein inhibitior	-	0.7093	70.93%
P-glycoprotein substrate	-	0.6563	65.63%
CYP3A4 substrate	+	0.6643	66.43%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8734	87.34%
CYP3A4 inhibition	+	0.5121	51.21%
CYP2C9 inhibition	-	0.7711	77.11%
CYP2C19 inhibition	-	0.8925	89.25%
CYP2D6 inhibition	-	0.9481	94.81%
CYP1A2 inhibition	-	0.5962	59.62%
CYP2C8 inhibition	-	0.6268	62.68%
CYP inhibitory promiscuity	-	0.9515	95.15%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4896	48.96%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.8534	85.34%
Skin irritation	+	0.5197	51.97%
Skin corrosion	-	0.8922	89.22%
Ames mutagenesis	-	0.5754	57.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4478	44.78%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	+	0.6609	66.09%
skin sensitisation	-	0.7909	79.09%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	+	0.8878	88.78%
Acute Oral Toxicity (c)	III	0.3610	36.10%
Estrogen receptor binding	+	0.7745	77.45%
Androgen receptor binding	+	0.6474	64.74%
Thyroid receptor binding	+	0.6185	61.85%
Glucocorticoid receptor binding	+	0.6895	68.95%
Aromatase binding	+	0.6940	69.40%
PPAR gamma	+	0.7677	76.77%
Honey bee toxicity	-	0.7336	73.36%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5150	51.50%
Fish aquatic toxicity	+	0.9960	99.60%

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	97.69%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.71%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.10%	96.09%
CHEMBL2581	P07339	Cathepsin D	89.51%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.72%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.33%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	84.38%	91.19%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.54%	97.14%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.90%	93.03%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.46%	97.09%

Plants that contains it

• Senecio isatideus

Cross-Links

• PubChem: 74095107
• LOTUS: LTS0107517
• wikiData: Q105352554