(6-ethenyl-6-methyl-3-methylidene-2-oxo-7-prop-1-en-2-yl-4,5,7,7a-tetrahydro-3aH-1-benzofuran-4-yl) acetate

Details

• Internal ID: 0d43b722-605d-4785-a2f8-65f532adb271
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (6-ethenyl-6-methyl-3-methylidene-2-oxo-7-prop-1-en-2-yl-4,5,7,7a-tetrahydro-3aH-1-benzofuran-4-yl) acetate
• SMILES (Canonical): CC(=C)C1C2C(C(CC1(C)C=C)OC(=O)C)C(=C)C(=O)O2
• SMILES (Isomeric): CC(=C)C1C2C(C(CC1(C)C=C)OC(=O)C)C(=C)C(=O)O2
• InChI: InChI=1S/C17H22O4/c1-7-17(6)8-12(20-11(5)18)13-10(4)16(19)21-15(13)14(17)9(2)3/h7,12-15H,1-2,4,8H2,3,5-6H3
• InChI Key: OTDCMOJEHBGCAO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₄
• Molecular Weight: 290.40 g/mol
• Exact Mass: 290.15180918 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 2.80
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• NSC173840
• DTXSID80971441
• NSC-173840
• 6-Ethenyl-6-methyl-3-methylidene-2-oxo-7-(prop-1-en-2-yl)octahydro-1-benzofuran-4-yl acetate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9897	98.97%
Caco-2	-	0.5259	52.59%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5403	54.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9208	92.08%
OATP1B3 inhibitior	+	0.8502	85.02%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9505	95.05%
P-glycoprotein inhibitior	-	0.7553	75.53%
P-glycoprotein substrate	-	0.8119	81.19%
CYP3A4 substrate	+	0.6020	60.20%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8935	89.35%
CYP3A4 inhibition	-	0.5374	53.74%
CYP2C9 inhibition	-	0.9079	90.79%
CYP2C19 inhibition	-	0.8581	85.81%
CYP2D6 inhibition	-	0.9740	97.40%
CYP1A2 inhibition	-	0.6681	66.81%
CYP2C8 inhibition	-	0.8306	83.06%
CYP inhibitory promiscuity	-	0.7546	75.46%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9043	90.43%
Carcinogenicity (trinary)	Non-required	0.4602	46.02%
Eye corrosion	-	0.9532	95.32%
Eye irritation	-	0.6457	64.57%
Skin irritation	-	0.6041	60.41%
Skin corrosion	-	0.8921	89.21%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6273	62.73%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	+	0.4898	48.98%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.8281	82.81%
Acute Oral Toxicity (c)	III	0.4702	47.02%
Estrogen receptor binding	+	0.5613	56.13%
Androgen receptor binding	+	0.5875	58.75%
Thyroid receptor binding	-	0.4888	48.88%
Glucocorticoid receptor binding	-	0.5416	54.16%
Aromatase binding	-	0.6866	68.66%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.5969	59.69%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9819	98.19%

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	97.23%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.59%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.07%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.08%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.98%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	84.76%	91.19%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.71%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.78%	89.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.41%	91.07%

Plants that contains it

• Cassinia subtropica
• Liriodendron tulipifera
• Uvaria afzelii

Cross-Links

• PubChem: 299921
• LOTUS: LTS0079348
• wikiData: Q105167745