(10-Hydroxy-2,11-dimethyl-7-methylidene-6,12-dioxo-5,14-dioxatricyclo[9.2.1.04,8]tetradeca-1(13),2-dien-9-yl) 2-(acetyloxymethyl)but-2-enoate

Details

• Internal ID: c0cbbac4-6d5e-46bb-ba1f-0e7643d359d9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (10-hydroxy-2,11-dimethyl-7-methylidene-6,12-dioxo-5,14-dioxatricyclo[9.2.1.04,8]tetradeca-1(13),2-dien-9-yl) 2-(acetyloxymethyl)but-2-enoate
• SMILES (Canonical): CC=C(COC(=O)C)C(=O)OC1C2C(C=C(C3=CC(=O)C(C1O)(O3)C)C)OC(=O)C2=C
• SMILES (Isomeric): CC=C(COC(=O)C)C(=O)OC1C2C(C=C(C3=CC(=O)C(C1O)(O3)C)C)OC(=O)C2=C
• InChI: InChI=1S/C22H24O9/c1-6-13(9-28-12(4)23)21(27)30-18-17-11(3)20(26)29-15(17)7-10(2)14-8-16(24)22(5,31-14)19(18)25/h6-8,15,17-19,25H,3,9H2,1-2,4-5H3
• InChI Key: KMBBXTNXKQUZTP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₄O₉
• Molecular Weight: 432.40 g/mol
• Exact Mass: 432.14203234 g/mol
• Topological Polar Surface Area (TPSA): 125.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.07
• H-Bond Acceptor: 9
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9837	98.37%
Caco-2	-	0.6036	60.36%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7126	71.26%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8192	81.92%
OATP1B3 inhibitior	+	0.8532	85.32%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8097	80.97%
P-glycoprotein inhibitior	+	0.7229	72.29%
P-glycoprotein substrate	-	0.5524	55.24%
CYP3A4 substrate	+	0.6671	66.71%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8990	89.90%
CYP3A4 inhibition	-	0.7126	71.26%
CYP2C9 inhibition	-	0.8196	81.96%
CYP2C19 inhibition	-	0.8585	85.85%
CYP2D6 inhibition	-	0.9355	93.55%
CYP1A2 inhibition	-	0.6723	67.23%
CYP2C8 inhibition	-	0.6165	61.65%
CYP inhibitory promiscuity	-	0.8740	87.40%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.4971	49.71%
Eye corrosion	-	0.9652	96.52%
Eye irritation	-	0.8969	89.69%
Skin irritation	-	0.5639	56.39%
Skin corrosion	-	0.9169	91.69%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6180	61.80%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	-	0.5895	58.95%
skin sensitisation	-	0.6657	66.57%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.4641	46.41%
Acute Oral Toxicity (c)	III	0.5082	50.82%
Estrogen receptor binding	+	0.7179	71.79%
Androgen receptor binding	+	0.6025	60.25%
Thyroid receptor binding	+	0.5678	56.78%
Glucocorticoid receptor binding	+	0.7937	79.37%
Aromatase binding	-	0.5944	59.44%
PPAR gamma	-	0.4904	49.04%
Honey bee toxicity	-	0.6882	68.82%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9594	95.94%

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	97.14%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.21%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.84%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	90.19%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.82%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.22%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.01%	95.56%
CHEMBL2581	P07339	Cathepsin D	85.85%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.35%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.28%	94.00%

Plants that contains it

• Conocliniopsis prasiifolia

Cross-Links

• PubChem: 162960450
• LOTUS: LTS0045896
• wikiData: Q105142909