(7-Hydroxy-3,4a,5-trimethyl-9-oxo-4,5,6,7,8,8a-hexahydrobenzo[f][1]benzofuran-4-yl) 3-methylpent-2-enoate

Details

• Internal ID: 5054af97-598b-4f99-8c44-f7df649d7669
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: (7-hydroxy-3,4a,5-trimethyl-9-oxo-4,5,6,7,8,8a-hexahydrobenzo[f][1]benzofuran-4-yl) 3-methylpent-2-enoate
• SMILES (Canonical): CCC(=CC(=O)OC1C2=C(C(=O)C3C1(C(CC(C3)O)C)C)OC=C2C)C
• SMILES (Isomeric): CCC(=CC(=O)OC1C2=C(C(=O)C3C1(C(CC(C3)O)C)C)OC=C2C)C
• InChI: InChI=1S/C21H28O5/c1-6-11(2)7-16(23)26-20-17-12(3)10-25-19(17)18(24)15-9-14(22)8-13(4)21(15,20)5/h7,10,13-15,20,22H,6,8-9H2,1-5H3
• InChI Key: QYNLGACHLVBTPP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₈O₅
• Molecular Weight: 360.40 g/mol
• Exact Mass: 360.19367399 g/mol
• Topological Polar Surface Area (TPSA): 76.70 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 4.14
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9968	99.68%
Caco-2	+	0.6986	69.86%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6018	60.18%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8643	86.43%
OATP1B3 inhibitior	+	0.8035	80.35%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6662	66.62%
P-glycoprotein inhibitior	-	0.5579	55.79%
P-glycoprotein substrate	-	0.5157	51.57%
CYP3A4 substrate	+	0.6701	67.01%
CYP2C9 substrate	-	0.7872	78.72%
CYP2D6 substrate	-	0.8821	88.21%
CYP3A4 inhibition	-	0.5607	56.07%
CYP2C9 inhibition	-	0.7184	71.84%
CYP2C19 inhibition	-	0.6542	65.42%
CYP2D6 inhibition	-	0.9252	92.52%
CYP1A2 inhibition	-	0.6043	60.43%
CYP2C8 inhibition	+	0.4488	44.88%
CYP inhibitory promiscuity	-	0.6458	64.58%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5148	51.48%
Eye corrosion	-	0.9928	99.28%
Eye irritation	-	0.9366	93.66%
Skin irritation	-	0.5651	56.51%
Skin corrosion	-	0.9395	93.95%
Ames mutagenesis	-	0.5879	58.79%
Human Ether-a-go-go-Related Gene inhibition	-	0.3918	39.18%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	+	0.5397	53.97%
skin sensitisation	-	0.7279	72.79%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.8902	89.02%
Acute Oral Toxicity (c)	III	0.3819	38.19%
Estrogen receptor binding	-	0.4896	48.96%
Androgen receptor binding	+	0.7640	76.40%
Thyroid receptor binding	+	0.5165	51.65%
Glucocorticoid receptor binding	+	0.6346	63.46%
Aromatase binding	+	0.6160	61.60%
PPAR gamma	+	0.5986	59.86%
Honey bee toxicity	-	0.6978	69.78%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6500	65.00%
Fish aquatic toxicity	+	0.9966	99.66%

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	97.47%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	97.09%	83.82%
CHEMBL2581	P07339	Cathepsin D	93.84%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.22%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.59%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.39%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.42%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.36%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.16%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	81.16%	91.19%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.06%	91.07%

Plants that contains it

• Telanthophora grandifolia

Cross-Links

• PubChem: 163039694
• LOTUS: LTS0020122
• wikiData: Q105230264