(Z)-2-[2-[(6aR,7S,8R)-7,8-dimethyl-3-oxo-5,6,6a,8,9,10-hexahydro-1H-benzo[d][2]benzofuran-7-yl]ethyl]but-2-enal

Details

• Internal ID: 934fb131-9c8a-478a-b855-90afc30684a0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: (Z)-2-[2-[(6aR,7S,8R)-7,8-dimethyl-3-oxo-5,6,6a,8,9,10-hexahydro-1H-benzo[d][2]benzofuran-7-yl]ethyl]but-2-enal
• InChI: InChI=1S/C20H28O3/c1-4-15(12-21)9-10-19(3)14(2)8-11-20-13-23-18(22)16(20)6-5-7-17(19)20/h4,6,12,14,17H,5,7-11,13H2,1-3H3/b15-4-/t14-,17-,19+,20?/m1/s1
• InChI Key: HQZFZAIOHQONTD-CDPUDZFKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₃
• Molecular Weight: 316.40 g/mol
• Exact Mass: 316.20384475 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 4.23
• H-Bond Acceptor: 3
• 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	+	0.9969	99.69%
Caco-2	+	0.8911	89.11%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7235	72.35%
OATP2B1 inhibitior	-	0.8622	86.22%
OATP1B1 inhibitior	+	0.8559	85.59%
OATP1B3 inhibitior	+	0.9574	95.74%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	+	0.6250	62.50%
BSEP inhibitior	+	0.7157	71.57%
P-glycoprotein inhibitior	-	0.5681	56.81%
P-glycoprotein substrate	-	0.6975	69.75%
CYP3A4 substrate	+	0.6173	61.73%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8770	87.70%
CYP3A4 inhibition	-	0.7499	74.99%
CYP2C9 inhibition	-	0.7847	78.47%
CYP2C19 inhibition	-	0.7398	73.98%
CYP2D6 inhibition	-	0.9043	90.43%
CYP1A2 inhibition	+	0.5189	51.89%
CYP2C8 inhibition	+	0.4590	45.90%
CYP inhibitory promiscuity	-	0.6754	67.54%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5449	54.49%
Eye corrosion	-	0.9771	97.71%
Eye irritation	-	0.9447	94.47%
Skin irritation	-	0.5473	54.73%
Skin corrosion	-	0.9358	93.58%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6579	65.79%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.6149	61.49%
skin sensitisation	-	0.7497	74.97%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.7069	70.69%
Acute Oral Toxicity (c)	III	0.7590	75.90%
Estrogen receptor binding	+	0.7171	71.71%
Androgen receptor binding	+	0.5906	59.06%
Thyroid receptor binding	+	0.6316	63.16%
Glucocorticoid receptor binding	+	0.5505	55.05%
Aromatase binding	+	0.6249	62.49%
PPAR gamma	-	0.5143	51.43%
Honey bee toxicity	-	0.9025	90.25%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	97.40%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.51%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.81%	95.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	92.55%	82.69%
CHEMBL2581	P07339	Cathepsin D	92.31%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.19%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.23%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.90%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.42%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.72%	86.33%

Plants that contains it

• Baccharis linearis

Cross-Links

• PubChem: 101690646
• LOTUS: LTS0163525
• wikiData: Q105032509