[(1S,3S,3aR,4S)-3-acetyl-7-methyl-6-oxo-4-propan-2-yl-1,2,3,3a,4,5-hexahydroinden-1-yl] (Z)-2-methylbut-2-enoate

Details

• Internal ID: 8e43c765-ff30-4950-b5c8-f117b9b13ded
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(1S,3S,3aR,4S)-3-acetyl-7-methyl-6-oxo-4-propan-2-yl-1,2,3,3a,4,5-hexahydroinden-1-yl] (Z)-2-methylbut-2-enoate
• InChI: InChI=1S/C20H28O4/c1-7-11(4)20(23)24-17-9-15(13(6)21)19-14(10(2)3)8-16(22)12(5)18(17)19/h7,10,14-15,17,19H,8-9H2,1-6H3/b11-7-/t14-,15+,17-,19+/m0/s1
• InChI Key: RMJLOOWRYDCMMB-HVQJMJELSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₄
• Molecular Weight: 332.40 g/mol
• Exact Mass: 332.19875937 g/mol
• Topological Polar Surface Area (TPSA): 60.40 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 3.65
• 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	+	0.9970	99.70%
Caco-2	+	0.8449	84.49%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8018	80.18%
OATP2B1 inhibitior	-	0.8572	85.72%
OATP1B1 inhibitior	+	0.8948	89.48%
OATP1B3 inhibitior	+	0.9135	91.35%
MATE1 inhibitior	+	0.6000	60.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7484	74.84%
P-glycoprotein inhibitior	+	0.5839	58.39%
P-glycoprotein substrate	-	0.6635	66.35%
CYP3A4 substrate	+	0.5640	56.40%
CYP2C9 substrate	-	0.8058	80.58%
CYP2D6 substrate	-	0.9017	90.17%
CYP3A4 inhibition	-	0.8825	88.25%
CYP2C9 inhibition	-	0.8497	84.97%
CYP2C19 inhibition	-	0.8667	86.67%
CYP2D6 inhibition	-	0.9150	91.50%
CYP1A2 inhibition	-	0.8411	84.11%
CYP2C8 inhibition	-	0.8631	86.31%
CYP inhibitory promiscuity	-	0.8342	83.42%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8755	87.55%
Carcinogenicity (trinary)	Non-required	0.6402	64.02%
Eye corrosion	-	0.9680	96.80%
Eye irritation	-	0.7598	75.98%
Skin irritation	-	0.5909	59.09%
Skin corrosion	-	0.9711	97.11%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6426	64.26%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	+	0.7744	77.44%
skin sensitisation	-	0.5294	52.94%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.8139	81.39%
Acute Oral Toxicity (c)	III	0.6781	67.81%
Estrogen receptor binding	+	0.5628	56.28%
Androgen receptor binding	+	0.5516	55.16%
Thyroid receptor binding	-	0.6334	63.34%
Glucocorticoid receptor binding	+	0.5574	55.74%
Aromatase binding	-	0.7217	72.17%
PPAR gamma	+	0.5325	53.25%
Honey bee toxicity	-	0.6153	61.53%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9935	99.35%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.39%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.46%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.49%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.73%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	87.42%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.16%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.58%	99.23%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.33%	96.47%
CHEMBL2581	P07339	Cathepsin D	85.31%	98.95%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.26%	93.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.95%	95.89%

Plants that contains it

• Ambrosia artemisioides

Cross-Links

• PubChem: 14164888
• LOTUS: LTS0263604
• wikiData: Q105240817