7-Methyl-11-methylidene-4-prop-1-en-2-yl-14-oxabicyclo[11.2.1]hexadeca-1(16),7-diene-6,9,15-trione

Details

• Internal ID: 650486b2-74b4-4a6f-963e-63f6f6791ab3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 7-methyl-11-methylidene-4-prop-1-en-2-yl-14-oxabicyclo[11.2.1]hexadeca-1(16),7-diene-6,9,15-trione
• SMILES (Canonical): CC1=CC(=O)CC(=C)CC2C=C(CCC(CC1=O)C(=C)C)C(=O)O2
• SMILES (Isomeric): CC1=CC(=O)CC(=C)CC2C=C(CCC(CC1=O)C(=C)C)C(=O)O2
• InChI: InChI=1S/C20H24O4/c1-12(2)15-5-6-16-10-18(24-20(16)23)8-13(3)7-17(21)9-14(4)19(22)11-15/h9-10,15,18H,1,3,5-8,11H2,2,4H3
• InChI Key: DAKHLHOHFLYGKL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₄
• Molecular Weight: 328.40 g/mol
• Exact Mass: 328.16745924 g/mol
• Topological Polar Surface Area (TPSA): 60.40 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.64
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9912	99.12%
Caco-2	-	0.5599	55.99%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6970	69.70%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8719	87.19%
OATP1B3 inhibitior	+	0.9076	90.76%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.5763	57.63%
P-glycoprotein inhibitior	-	0.6575	65.75%
P-glycoprotein substrate	-	0.8025	80.25%
CYP3A4 substrate	+	0.5496	54.96%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.8995	89.95%
CYP3A4 inhibition	-	0.8155	81.55%
CYP2C9 inhibition	-	0.9190	91.90%
CYP2C19 inhibition	-	0.8771	87.71%
CYP2D6 inhibition	-	0.9235	92.35%
CYP1A2 inhibition	+	0.6298	62.98%
CYP2C8 inhibition	-	0.7890	78.90%
CYP inhibitory promiscuity	-	0.9358	93.58%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9625	96.25%
Carcinogenicity (trinary)	Non-required	0.6724	67.24%
Eye corrosion	-	0.9206	92.06%
Eye irritation	-	0.8116	81.16%
Skin irritation	-	0.5423	54.23%
Skin corrosion	-	0.9074	90.74%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4193	41.93%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	+	0.6427	64.27%
skin sensitisation	-	0.6807	68.07%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.4860	48.60%
Acute Oral Toxicity (c)	III	0.6605	66.05%
Estrogen receptor binding	-	0.7069	70.69%
Androgen receptor binding	-	0.5260	52.60%
Thyroid receptor binding	-	0.6479	64.79%
Glucocorticoid receptor binding	+	0.5862	58.62%
Aromatase binding	-	0.7254	72.54%
PPAR gamma	+	0.7238	72.38%
Honey bee toxicity	-	0.8662	86.62%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9904	99.04%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	98.72%	83.82%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.80%	85.14%
CHEMBL2581	P07339	Cathepsin D	93.77%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.76%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.91%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.21%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.07%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.97%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.39%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 74051836
• LOTUS: LTS0229895
• wikiData: Q104973651