7alpha-Acetoxydehydrobotrydienal

Details

• Internal ID: 9708584a-f979-463a-966b-c1d3ac3c3271
• Taxonomy: Benzenoids > Indanes
• IUPAC Name: [(2R,3R)-3,4-diformyl-1,1,3,5-tetramethyl-2H-inden-2-yl] acetate
• SMILES (Canonical): CC1=C(C2=C(C=C1)C(C(C2(C)C=O)OC(=O)C)(C)C)C=O
• SMILES (Isomeric): CC1=C(C2=C(C=C1)C([C@H]([C@]2(C)C=O)OC(=O)C)(C)C)C=O
• InChI: InChI=1S/C17H20O4/c1-10-6-7-13-14(12(10)8-18)17(5,9-19)15(16(13,3)4)21-11(2)20/h6-9,15H,1-5H3/t15-,17-/m1/s1
• InChI Key: WSSILCRIAMAUNA-NVXWUHKLSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₀O₄
• Molecular Weight: 288.34 g/mol
• Exact Mass: 288.13615911 g/mol
• Topological Polar Surface Area (TPSA): 60.40 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.49
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• ((2R,3R)-3,4-diformyl-1,1,3,5-tetramethyl-2H-inden-2-yl) acetate
• [(2R,3R)-3,4-diformyl-1,1,3,5-tetramethyl-2H-inden-2-yl] acetate
• RefChem:106605
• 7a-Acetoxydehydrobotrydienal
• (2R,3R)-3,4-Diformyl-1,1,3,5-tetramethyl-2,3-dihydro-1H-inden-2-yl acetic acid
• CHEBI:209539
• [(2R,3R)-3,4-diormyl-1,1,3,5-tetramethyl-2H-inden-2-yl] acetate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9931	99.31%
Caco-2	+	0.6958	69.58%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7158	71.58%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8788	87.88%
OATP1B3 inhibitior	+	0.9676	96.76%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7616	76.16%
P-glycoprotein inhibitior	-	0.7958	79.58%
P-glycoprotein substrate	-	0.7339	73.39%
CYP3A4 substrate	+	0.5376	53.76%
CYP2C9 substrate	-	0.7714	77.14%
CYP2D6 substrate	-	0.8860	88.60%
CYP3A4 inhibition	-	0.8375	83.75%
CYP2C9 inhibition	-	0.7511	75.11%
CYP2C19 inhibition	-	0.8905	89.05%
CYP2D6 inhibition	-	0.9485	94.85%
CYP1A2 inhibition	-	0.5764	57.64%
CYP2C8 inhibition	-	0.5571	55.71%
CYP inhibitory promiscuity	-	0.8580	85.80%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7887	78.87%
Carcinogenicity (trinary)	Non-required	0.5850	58.50%
Eye corrosion	-	0.9133	91.33%
Eye irritation	+	0.5974	59.74%
Skin irritation	-	0.7236	72.36%
Skin corrosion	-	0.9398	93.98%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4455	44.55%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	-	0.7123	71.23%
skin sensitisation	-	0.7187	71.87%
Respiratory toxicity	-	0.6667	66.67%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	+	0.4837	48.37%
Acute Oral Toxicity (c)	II	0.3472	34.72%
Estrogen receptor binding	+	0.8460	84.60%
Androgen receptor binding	-	0.6259	62.59%
Thyroid receptor binding	-	0.5376	53.76%
Glucocorticoid receptor binding	-	0.5764	57.64%
Aromatase binding	-	0.5210	52.10%
PPAR gamma	+	0.6646	66.46%
Honey bee toxicity	-	0.8112	81.12%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9866	98.66%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.06%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.26%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.32%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.21%	86.33%
CHEMBL2581	P07339	Cathepsin D	85.79%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	85.51%	91.19%
CHEMBL3492	P49721	Proteasome Macropain subunit	85.01%	90.24%
CHEMBL3524	P56524	Histone deacetylase 4	83.77%	92.97%
CHEMBL5028	O14672	ADAM10	83.09%	97.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.84%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 102034775
• LOTUS: LTS0128944
• wikiData: Q77518748