[(4aS,6R,7R,9aR)-3,5,5,9-tetramethyl-7-[(Z)-2-methylbut-2-enoyl]oxy-2-oxo-4a,6,7,9a-tetrahydro-1H-benzo[7]annulen-6-yl] (2R,3R)-2,3-dimethyloxirane-2-carboxylate

Details

• Internal ID: c6a4e9fd-6b94-4fe9-a7e7-550a7aff24f3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Himachalane and lippifoliane sesquiterpenoids
• IUPAC Name: [(4aS,6R,7R,9aR)-3,5,5,9-tetramethyl-7-[(Z)-2-methylbut-2-enoyl]oxy-2-oxo-4a,6,7,9a-tetrahydro-1H-benzo[7]annulen-6-yl] (2R,3R)-2,3-dimethyloxirane-2-carboxylate
• InChI: InChI=1S/C25H34O6/c1-9-13(2)22(27)29-20-11-14(3)17-12-19(26)15(4)10-18(17)24(6,7)21(20)30-23(28)25(8)16(5)31-25/h9-11,16-18,20-21H,12H2,1-8H3/b13-9-/t16-,17+,18+,20-,21+,25-/m1/s1
• InChI Key: PTGSNHXWKCTCMM-NXGIBGIJSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₄O₆
• Molecular Weight: 430.50 g/mol
• Exact Mass: 430.23553880 g/mol
• Topological Polar Surface Area (TPSA): 82.20 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 4.09
• H-Bond Acceptor: 6
• 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	+	0.9872	98.72%
Caco-2	+	0.6449	64.49%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6070	60.70%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8660	86.60%
OATP1B3 inhibitior	+	0.9410	94.10%
MATE1 inhibitior	+	0.5200	52.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9173	91.73%
P-glycoprotein inhibitior	+	0.8262	82.62%
P-glycoprotein substrate	-	0.6295	62.95%
CYP3A4 substrate	+	0.6493	64.93%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9003	90.03%
CYP3A4 inhibition	-	0.7621	76.21%
CYP2C9 inhibition	-	0.8932	89.32%
CYP2C19 inhibition	-	0.7263	72.63%
CYP2D6 inhibition	-	0.9398	93.98%
CYP1A2 inhibition	-	0.7979	79.79%
CYP2C8 inhibition	-	0.6362	63.62%
CYP inhibitory promiscuity	-	0.8892	88.92%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8743	87.43%
Carcinogenicity (trinary)	Non-required	0.5637	56.37%
Eye corrosion	-	0.9724	97.24%
Eye irritation	-	0.9060	90.60%
Skin irritation	-	0.6196	61.96%
Skin corrosion	-	0.9176	91.76%
Ames mutagenesis	-	0.5832	58.32%
Human Ether-a-go-go-Related Gene inhibition	-	0.4767	47.67%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	+	0.4844	48.44%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.5741	57.41%
Acute Oral Toxicity (c)	III	0.4916	49.16%
Estrogen receptor binding	+	0.8149	81.49%
Androgen receptor binding	+	0.5912	59.12%
Thyroid receptor binding	+	0.6566	65.66%
Glucocorticoid receptor binding	+	0.6937	69.37%
Aromatase binding	+	0.5929	59.29%
PPAR gamma	+	0.7467	74.67%
Honey bee toxicity	-	0.6409	64.09%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9567	95.67%

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	97.21%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.23%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.21%	99.23%
CHEMBL325	Q13547	Histone deacetylase 1	89.16%	95.92%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.02%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.22%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.94%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.05%	86.33%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	86.97%	85.11%
CHEMBL1937	Q92769	Histone deacetylase 2	85.37%	94.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.91%	89.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	84.15%	91.24%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.99%	94.80%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.07%	91.07%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.02%	93.00%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	83.00%	86.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.95%	94.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.85%	95.89%
CHEMBL340	P08684	Cytochrome P450 3A4	82.38%	91.19%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.59%	97.14%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.14%	93.56%

Plants that contains it

• Senecio deltoideus

Cross-Links

• PubChem: 163035585
• LOTUS: LTS0137451
• wikiData: Q105214637