(5S,6S)-6-ethenyl-3,6-dimethyl-5-prop-1-en-2-yl-4,5-dihydro-1-benzofuran-7-one

Details

• Internal ID: 830ae1a2-8e14-433b-b22a-0ea12d20cf7e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Aromatic monoterpenoids
• IUPAC Name: (5S,6S)-6-ethenyl-3,6-dimethyl-5-prop-1-en-2-yl-4,5-dihydro-1-benzofuran-7-one
• SMILES (Canonical): CC1=COC2=C1CC(C(C2=O)(C)C=C)C(=C)C
• SMILES (Isomeric): CC1=COC2=C1C[C@H]([C@](C2=O)(C)C=C)C(=C)C
• InChI: InChI=1S/C15H18O2/c1-6-15(5)12(9(2)3)7-11-10(4)8-17-13(11)14(15)16/h6,8,12H,1-2,7H2,3-5H3/t12-,15-/m0/s1
• InChI Key: RMLGJWOUYGEILN-WFASDCNBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₂
• Molecular Weight: 230.30 g/mol
• Exact Mass: 230.130679813 g/mol
• Topological Polar Surface Area (TPSA): 30.20 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 3.71
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	-	0.6110	61.10%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5252	52.52%
OATP2B1 inhibitior	-	0.8610	86.10%
OATP1B1 inhibitior	+	0.8971	89.71%
OATP1B3 inhibitior	+	0.9544	95.44%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8243	82.43%
P-glycoprotein inhibitior	-	0.8664	86.64%
P-glycoprotein substrate	-	0.8998	89.98%
CYP3A4 substrate	+	0.5666	56.66%
CYP2C9 substrate	-	0.8111	81.11%
CYP2D6 substrate	-	0.8121	81.21%
CYP3A4 inhibition	-	0.6927	69.27%
CYP2C9 inhibition	-	0.8555	85.55%
CYP2C19 inhibition	+	0.5802	58.02%
CYP2D6 inhibition	-	0.8647	86.47%
CYP1A2 inhibition	+	0.8183	81.83%
CYP2C8 inhibition	-	0.7203	72.03%
CYP inhibitory promiscuity	+	0.7536	75.36%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.4863	48.63%
Eye corrosion	-	0.9491	94.91%
Eye irritation	-	0.5404	54.04%
Skin irritation	+	0.5328	53.28%
Skin corrosion	-	0.9019	90.19%
Ames mutagenesis	-	0.7137	71.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.4710	47.10%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	+	0.7552	75.52%
skin sensitisation	+	0.7316	73.16%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	+	0.6317	63.17%
Acute Oral Toxicity (c)	III	0.6205	62.05%
Estrogen receptor binding	-	0.7820	78.20%
Androgen receptor binding	-	0.6530	65.30%
Thyroid receptor binding	-	0.5624	56.24%
Glucocorticoid receptor binding	-	0.6863	68.63%
Aromatase binding	-	0.5320	53.20%
PPAR gamma	+	0.6103	61.03%
Honey bee toxicity	-	0.7591	75.91%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9740	97.40%

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	98.02%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	94.34%	83.82%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.49%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.00%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	90.71%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.80%	89.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	87.14%	94.80%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.40%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.07%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.09%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	84.42%	94.73%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.21%	100.00%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	82.25%	85.11%
CHEMBL2581	P07339	Cathepsin D	80.96%	98.95%
CHEMBL4530	P00488	Coagulation factor XIII	80.66%	96.00%

Plants that contains it

• Asarum caulescens

Cross-Links

• PubChem: 163020125
• LOTUS: LTS0086933
• wikiData: Q105240863