[(1S,3aR,5S,7S,7aS)-1-[(1S)-1-acetyloxyethyl]-4-methylidene-2-oxo-7-propan-2-yl-3,3a,5,6,7,7a-hexahydro-1H-inden-5-yl] acetate

Details

• Internal ID: 2a80a1ed-53ea-4bde-ae01-c9236bbe3488
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(1S,3aR,5S,7S,7aS)-1-[(1S)-1-acetyloxyethyl]-4-methylidene-2-oxo-7-propan-2-yl-3,3a,5,6,7,7a-hexahydro-1H-inden-5-yl] acetate
• SMILES (Canonical): CC(C)C1CC(C(=C)C2C1C(C(=O)C2)C(C)OC(=O)C)OC(=O)C
• SMILES (Isomeric): C[C@@H]([C@@H]1[C@H]2[C@@H](C[C@@H](C(=C)[C@@H]2CC1=O)OC(=O)C)C(C)C)OC(=O)C
• InChI: InChI=1S/C19H28O5/c1-9(2)14-8-17(24-13(6)21)10(3)15-7-16(22)18(19(14)15)11(4)23-12(5)20/h9,11,14-15,17-19H,3,7-8H2,1-2,4-6H3/t11-,14-,15-,17-,18-,19-/m0/s1
• InChI Key: JIIBFBCZVCMEEF-BJXVFLOBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₈O₅
• Molecular Weight: 336.40 g/mol
• Exact Mass: 336.19367399 g/mol
• Topological Polar Surface Area (TPSA): 69.70 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.92
• H-Bond Acceptor: 5
• 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	+	0.9955	99.55%
Caco-2	+	0.5690	56.90%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7213	72.13%
OATP2B1 inhibitior	-	0.8578	85.78%
OATP1B1 inhibitior	+	0.9129	91.29%
OATP1B3 inhibitior	+	0.8539	85.39%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.7481	74.81%
P-glycoprotein inhibitior	-	0.6042	60.42%
P-glycoprotein substrate	-	0.7034	70.34%
CYP3A4 substrate	+	0.5724	57.24%
CYP2C9 substrate	-	0.7970	79.70%
CYP2D6 substrate	-	0.8503	85.03%
CYP3A4 inhibition	-	0.7766	77.66%
CYP2C9 inhibition	-	0.8567	85.67%
CYP2C19 inhibition	-	0.7966	79.66%
CYP2D6 inhibition	-	0.9368	93.68%
CYP1A2 inhibition	-	0.7856	78.56%
CYP2C8 inhibition	-	0.7445	74.45%
CYP inhibitory promiscuity	-	0.8484	84.84%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8638	86.38%
Carcinogenicity (trinary)	Non-required	0.6452	64.52%
Eye corrosion	-	0.9559	95.59%
Eye irritation	-	0.6173	61.73%
Skin irritation	-	0.6030	60.30%
Skin corrosion	-	0.9640	96.40%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7432	74.32%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	+	0.6835	68.35%
skin sensitisation	+	0.4842	48.42%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.6216	62.16%
Acute Oral Toxicity (c)	III	0.4984	49.84%
Estrogen receptor binding	+	0.5982	59.82%
Androgen receptor binding	+	0.5459	54.59%
Thyroid receptor binding	-	0.5526	55.26%
Glucocorticoid receptor binding	+	0.5971	59.71%
Aromatase binding	-	0.6612	66.12%
PPAR gamma	-	0.6381	63.81%
Honey bee toxicity	-	0.7080	70.80%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9961	99.61%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.89%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.87%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.00%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.39%	97.25%
CHEMBL340	P08684	Cytochrome P450 3A4	87.26%	91.19%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.74%	85.14%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.44%	93.56%
CHEMBL3437	Q16853	Amine oxidase, copper containing	84.74%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.68%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.29%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.62%	97.09%

Plants that contains it

• Petasites tatewakianus

Cross-Links

• PubChem: 162942163
• LOTUS: LTS0032062
• wikiData: Q105129081