2-(10-Acetyloxy-4,8,10-trimethyl-3-oxo-2-oxatricyclo[6.3.1.04,12]dodecan-9-yl)acetic acid

Details

• Internal ID: 7fdf6f53-018b-4514-81cb-db3afdc9c56c
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Tricarboxylic acids and derivatives
• IUPAC Name: 2-(10-acetyloxy-4,8,10-trimethyl-3-oxo-2-oxatricyclo[6.3.1.04,12]dodecan-9-yl)acetic acid
• SMILES (Canonical): CC(=O)OC1(CC2C3C(C1CC(=O)O)(CCCC3(C(=O)O2)C)C)C
• SMILES (Isomeric): CC(=O)OC1(CC2C3C(C1CC(=O)O)(CCCC3(C(=O)O2)C)C)C
• InChI: InChI=1S/C18H26O6/c1-10(19)24-18(4)9-11-14-16(2,12(18)8-13(20)21)6-5-7-17(14,3)15(22)23-11/h11-12,14H,5-9H2,1-4H3,(H,20,21)
• InChI Key: ILOQYDUUSAMWPH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₆O₆
• Molecular Weight: 338.40 g/mol
• Exact Mass: 338.17293854 g/mol
• Topological Polar Surface Area (TPSA): 89.90 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.54
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9852	98.52%
Caco-2	+	0.7354	73.54%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6633	66.33%
OATP2B1 inhibitior	-	0.8618	86.18%
OATP1B1 inhibitior	+	0.8488	84.88%
OATP1B3 inhibitior	+	0.9158	91.58%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.5645	56.45%
P-glycoprotein inhibitior	-	0.6059	60.59%
P-glycoprotein substrate	-	0.8028	80.28%
CYP3A4 substrate	+	0.6120	61.20%
CYP2C9 substrate	+	0.5969	59.69%
CYP2D6 substrate	-	0.8770	87.70%
CYP3A4 inhibition	-	0.6566	65.66%
CYP2C9 inhibition	-	0.8602	86.02%
CYP2C19 inhibition	-	0.9142	91.42%
CYP2D6 inhibition	-	0.9715	97.15%
CYP1A2 inhibition	-	0.8935	89.35%
CYP2C8 inhibition	-	0.7999	79.99%
CYP inhibitory promiscuity	-	0.9667	96.67%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6786	67.86%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9075	90.75%
Skin irritation	+	0.5672	56.72%
Skin corrosion	-	0.8428	84.28%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5721	57.21%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.6359	63.59%
skin sensitisation	-	0.9079	90.79%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.7337	73.37%
Acute Oral Toxicity (c)	III	0.4672	46.72%
Estrogen receptor binding	+	0.7933	79.33%
Androgen receptor binding	+	0.6510	65.10%
Thyroid receptor binding	+	0.5753	57.53%
Glucocorticoid receptor binding	+	0.6315	63.15%
Aromatase binding	+	0.6089	60.89%
PPAR gamma	+	0.5857	58.57%
Honey bee toxicity	-	0.8669	86.69%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7450	74.50%
Fish aquatic toxicity	+	0.9753	97.53%

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	95.84%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.63%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.15%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.65%	91.11%
CHEMBL2581	P07339	Cathepsin D	87.97%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.40%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.35%	95.56%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.34%	89.50%
CHEMBL340	P08684	Cytochrome P450 3A4	81.16%	91.19%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.91%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.86%	97.09%

Plants that contains it

• Salvia sahendica

Cross-Links

• PubChem: 75244352
• LOTUS: LTS0179703
• wikiData: Q105115350