[(1R,2R,4S,8R,9R)-9-acetyloxy-7-formyl-3,3-dimethyl-5-oxo-10-oxatricyclo[6.4.0.02,4]dodeca-6,11-dien-12-yl]methyl acetate

Details

• Internal ID: 925bdb61-2597-420b-8407-5ee64d009aa3
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Dicarboxylic acids and derivatives
• IUPAC Name: [(1R,2R,4S,8R,9R)-9-acetyloxy-7-formyl-3,3-dimethyl-5-oxo-10-oxatricyclo[6.4.0.02,4]dodeca-6,11-dien-12-yl]methyl acetate
• SMILES (Canonical): CC(=O)OCC1=COC(C2C1C3C(C3(C)C)C(=O)C=C2C=O)OC(=O)C
• SMILES (Isomeric): CC(=O)OCC1=CO[C@@H]([C@@H]2[C@H]1[C@@H]3[C@@H](C3(C)C)C(=O)C=C2C=O)OC(=O)C
• InChI: InChI=1S/C19H22O7/c1-9(21)24-7-12-8-25-18(26-10(2)22)15-11(6-20)5-13(23)16-17(14(12)15)19(16,3)4/h5-6,8,14-18H,7H2,1-4H3/t14-,15-,16-,17+,18+/m0/s1
• InChI Key: BBDUUGKBZZEQDJ-NNPSNHGLSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂O₇
• Molecular Weight: 362.40 g/mol
• Exact Mass: 362.13655304 g/mol
• Topological Polar Surface Area (TPSA): 96.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 1.57
• H-Bond Acceptor: 7
• 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	+	0.9870	98.70%
Caco-2	+	0.5308	53.08%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.6560	65.60%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7476	74.76%
OATP1B3 inhibitior	+	0.9341	93.41%
MATE1 inhibitior	-	0.5600	56.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.5859	58.59%
P-glycoprotein inhibitior	+	0.5930	59.30%
P-glycoprotein substrate	-	0.6570	65.70%
CYP3A4 substrate	+	0.6358	63.58%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8932	89.32%
CYP3A4 inhibition	-	0.9126	91.26%
CYP2C9 inhibition	-	0.8077	80.77%
CYP2C19 inhibition	-	0.5908	59.08%
CYP2D6 inhibition	-	0.9018	90.18%
CYP1A2 inhibition	-	0.5485	54.85%
CYP2C8 inhibition	+	0.4437	44.37%
CYP inhibitory promiscuity	-	0.7048	70.48%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8913	89.13%
Carcinogenicity (trinary)	Non-required	0.6552	65.52%
Eye corrosion	-	0.9467	94.67%
Eye irritation	-	0.8689	86.89%
Skin irritation	-	0.6214	62.14%
Skin corrosion	-	0.9399	93.99%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7330	73.30%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.5210	52.10%
skin sensitisation	-	0.5352	53.52%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	-	0.5444	54.44%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.8233	82.33%
Acute Oral Toxicity (c)	III	0.4825	48.25%
Estrogen receptor binding	+	0.8097	80.97%
Androgen receptor binding	+	0.6272	62.72%
Thyroid receptor binding	-	0.5526	55.26%
Glucocorticoid receptor binding	+	0.7396	73.96%
Aromatase binding	-	0.5442	54.42%
PPAR gamma	+	0.5844	58.44%
Honey bee toxicity	-	0.7158	71.58%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9407	94.07%

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	96.26%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.36%	96.09%
CHEMBL2581	P07339	Cathepsin D	90.96%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.73%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.15%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.08%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.35%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.86%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	83.62%	91.19%
CHEMBL3401	O75469	Pregnane X receptor	82.82%	94.73%

Plants that contains it

• Plagiochila semidecurrens

Cross-Links

• PubChem: 101290190
• LOTUS: LTS0065111
• wikiData: Q104922655