(9-Hydroxy-5,9,13-trimethyl-4-oxo-3,12-dioxatricyclo[8.3.0.02,6]trideca-1(13),10-dien-7-yl) 2-methylbut-2-enoate

Details

• Internal ID: ae227dfd-c63e-4300-b01f-a63147314124
• Taxonomy: Organoheterocyclic compounds > Cycloheptafurans
• IUPAC Name: (9-hydroxy-5,9,13-trimethyl-4-oxo-3,12-dioxatricyclo[8.3.0.02,6]trideca-1(13),10-dien-7-yl) 2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1CC(C2=COC(=C2C3C1C(C(=O)O3)C)C)(C)O
• SMILES (Isomeric): CC=C(C)C(=O)OC1CC(C2=COC(=C2C3C1C(C(=O)O3)C)C)(C)O
• InChI: InChI=1S/C19H24O6/c1-6-9(2)17(20)24-13-7-19(5,22)12-8-23-11(4)15(12)16-14(13)10(3)18(21)25-16/h6,8,10,13-14,16,22H,7H2,1-5H3
• InChI Key: UUYOHEAYCPQMKY-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): 86.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.93
• 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	+	0.9884	98.84%
Caco-2	+	0.6334	63.34%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5765	57.65%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8931	89.31%
OATP1B3 inhibitior	+	0.8754	87.54%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.5699	56.99%
P-glycoprotein inhibitior	-	0.5810	58.10%
P-glycoprotein substrate	-	0.7011	70.11%
CYP3A4 substrate	+	0.6516	65.16%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8968	89.68%
CYP3A4 inhibition	-	0.7441	74.41%
CYP2C9 inhibition	-	0.7565	75.65%
CYP2C19 inhibition	-	0.8296	82.96%
CYP2D6 inhibition	-	0.9463	94.63%
CYP1A2 inhibition	-	0.6712	67.12%
CYP2C8 inhibition	-	0.7865	78.65%
CYP inhibitory promiscuity	-	0.8875	88.75%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Danger	0.4503	45.03%
Eye corrosion	-	0.9804	98.04%
Eye irritation	-	0.8450	84.50%
Skin irritation	-	0.6790	67.90%
Skin corrosion	-	0.9101	91.01%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7510	75.10%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	+	0.6502	65.02%
skin sensitisation	-	0.6589	65.89%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.5179	51.79%
Acute Oral Toxicity (c)	II	0.3930	39.30%
Estrogen receptor binding	+	0.6429	64.29%
Androgen receptor binding	+	0.6319	63.19%
Thyroid receptor binding	+	0.7098	70.98%
Glucocorticoid receptor binding	+	0.6071	60.71%
Aromatase binding	-	0.6663	66.63%
PPAR gamma	+	0.5544	55.44%
Honey bee toxicity	-	0.7364	73.64%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9567	95.67%

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	97.90%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.32%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.01%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.52%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.74%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.97%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.78%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.79%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.16%	92.94%

Plants that contains it

• Achillea collina
• Achillea millefolium

Cross-Links

• PubChem: 162900124
• LOTUS: LTS0175171
• wikiData: Q105279673