[(5S)-9-methoxy-3,5-dimethyl-5,6,7,8-tetrahydrobenzo[f][1]benzofuran-4-yl]methyl 2-methylpropanoate

Details

• Internal ID: 1abd8d7b-bf68-4596-b1c1-820ca5c89ad7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: [(5S)-9-methoxy-3,5-dimethyl-5,6,7,8-tetrahydrobenzo[f][1]benzofuran-4-yl]methyl 2-methylpropanoate
• SMILES (Canonical): CC1CCCC2=C1C(=C3C(=COC3=C2OC)C)COC(=O)C(C)C
• SMILES (Isomeric): C[C@H]1CCCC2=C1C(=C3C(=COC3=C2OC)C)COC(=O)C(C)C
• InChI: InChI=1S/C20H26O4/c1-11(2)20(21)24-10-15-16-12(3)7-6-8-14(16)18(22-5)19-17(15)13(4)9-23-19/h9,11-12H,6-8,10H2,1-5H3/t12-/m0/s1
• InChI Key: UDAIPOGMXJGGDN-LBPRGKRZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₄
• Molecular Weight: 330.40 g/mol
• Exact Mass: 330.18310931 g/mol
• Topological Polar Surface Area (TPSA): 48.70 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 4.89
• 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	+	0.9934	99.34%
Caco-2	+	0.8181	81.81%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7501	75.01%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8773	87.73%
OATP1B3 inhibitior	+	0.9211	92.11%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.8843	88.43%
P-glycoprotein inhibitior	-	0.5161	51.61%
P-glycoprotein substrate	-	0.8087	80.87%
CYP3A4 substrate	+	0.5664	56.64%
CYP2C9 substrate	-	0.7948	79.48%
CYP2D6 substrate	-	0.7694	76.94%
CYP3A4 inhibition	-	0.5566	55.66%
CYP2C9 inhibition	+	0.8381	83.81%
CYP2C19 inhibition	+	0.8025	80.25%
CYP2D6 inhibition	-	0.7056	70.56%
CYP1A2 inhibition	+	0.8338	83.38%
CYP2C8 inhibition	-	0.5734	57.34%
CYP inhibitory promiscuity	+	0.6123	61.23%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5903	59.03%
Eye corrosion	-	0.9853	98.53%
Eye irritation	-	0.8359	83.59%
Skin irritation	-	0.8560	85.60%
Skin corrosion	-	0.9686	96.86%
Ames mutagenesis	-	0.5308	53.08%
Human Ether-a-go-go-Related Gene inhibition	-	0.4059	40.59%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.8159	81.59%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.9601	96.01%
Acute Oral Toxicity (c)	III	0.6660	66.60%
Estrogen receptor binding	-	0.5067	50.67%
Androgen receptor binding	+	0.6813	68.13%
Thyroid receptor binding	+	0.5800	58.00%
Glucocorticoid receptor binding	+	0.7012	70.12%
Aromatase binding	-	0.6476	64.76%
PPAR gamma	+	0.7615	76.15%
Honey bee toxicity	-	0.8716	87.16%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9939	99.39%

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	97.04%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.72%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.15%	96.09%
CHEMBL2581	P07339	Cathepsin D	89.36%	98.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.87%	92.62%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.83%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.76%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.04%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.53%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.48%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.05%	99.23%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.03%	93.56%

Plants that contains it

• Helichrysum nudifolium
• Senecio coronatus

Cross-Links

• PubChem: 162987796
• LOTUS: LTS0175808
• wikiData: Q105216939