[(4S,4aR,5S)-3,4a,5-trimethyl-9-oxo-4,5,6,7-tetrahydrobenzo[f][1]benzofuran-4-yl] 4-methylpentanoate

Details

• Internal ID: 8d129346-1761-488b-a6d9-d94697866170
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: [(4S,4aR,5S)-3,4a,5-trimethyl-9-oxo-4,5,6,7-tetrahydrobenzo[f][1]benzofuran-4-yl] 4-methylpentanoate
• SMILES (Canonical): CC1CCC=C2C1(C(C3=C(C2=O)OC=C3C)OC(=O)CCC(C)C)C
• SMILES (Isomeric): C[C@H]1CCC=C2[C@@]1([C@@H](C3=C(C2=O)OC=C3C)OC(=O)CCC(C)C)C
• InChI: InChI=1S/C21H28O4/c1-12(2)9-10-16(22)25-20-17-13(3)11-24-19(17)18(23)15-8-6-7-14(4)21(15,20)5/h8,11-12,14,20H,6-7,9-10H2,1-5H3/t14-,20+,21+/m0/s1
• InChI Key: CVVNLXWZUMXGIK-LVXYXVKQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₈O₄
• Molecular Weight: 344.40 g/mol
• Exact Mass: 344.19875937 g/mol
• Topological Polar Surface Area (TPSA): 56.50 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 5.17
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9955	99.55%
Caco-2	+	0.8271	82.71%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7534	75.34%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8861	88.61%
OATP1B3 inhibitior	-	0.3223	32.23%
MATE1 inhibitior	-	0.6200	62.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.5201	52.01%
P-glycoprotein inhibitior	+	0.5941	59.41%
P-glycoprotein substrate	-	0.5960	59.60%
CYP3A4 substrate	+	0.6380	63.80%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8906	89.06%
CYP3A4 inhibition	+	0.5863	58.63%
CYP2C9 inhibition	+	0.5458	54.58%
CYP2C19 inhibition	-	0.5313	53.13%
CYP2D6 inhibition	-	0.8264	82.64%
CYP1A2 inhibition	+	0.6352	63.52%
CYP2C8 inhibition	-	0.6904	69.04%
CYP inhibitory promiscuity	+	0.6338	63.38%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5020	50.20%
Eye corrosion	-	0.9898	98.98%
Eye irritation	-	0.9368	93.68%
Skin irritation	-	0.6345	63.45%
Skin corrosion	-	0.8998	89.98%
Ames mutagenesis	-	0.5224	52.24%
Human Ether-a-go-go-Related Gene inhibition	+	0.6487	64.87%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	+	0.5089	50.89%
skin sensitisation	-	0.7212	72.12%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.7794	77.94%
Acute Oral Toxicity (c)	III	0.5173	51.73%
Estrogen receptor binding	-	0.4820	48.20%
Androgen receptor binding	+	0.6148	61.48%
Thyroid receptor binding	+	0.5793	57.93%
Glucocorticoid receptor binding	+	0.8129	81.29%
Aromatase binding	-	0.5287	52.87%
PPAR gamma	+	0.6855	68.55%
Honey bee toxicity	-	0.8589	85.89%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9958	99.58%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.36%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.24%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	93.87%	83.82%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.17%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.98%	95.56%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	89.93%	96.47%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.23%	96.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	88.70%	96.38%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	88.38%	96.21%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.57%	93.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.46%	89.00%
CHEMBL5255	O00206	Toll-like receptor 4	86.81%	92.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.57%	97.25%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.84%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.39%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.45%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	82.16%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.84%	100.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.50%	98.75%
CHEMBL2996	Q05655	Protein kinase C delta	81.35%	97.79%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.12%	90.71%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.90%	97.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.75%	99.17%

Plants that contains it

• Senecio conrathii

Cross-Links

• PubChem: 163043449
• LOTUS: LTS0246152
• wikiData: Q104971033