[(5S,6S,7aR)-7a-hydroxy-3,3,6-trimethyl-6,7-dihydro-5H-1,2-benzodioxol-5-yl] acetate

Details

• Internal ID: 565ebc34-c3bc-4a6e-b4b1-8b070d580bb6
• Taxonomy: Organoheterocyclic compounds > Dioxolanes > 1,2-dioxolanes
• IUPAC Name: [(5S,6S,7aR)-7a-hydroxy-3,3,6-trimethyl-6,7-dihydro-5H-1,2-benzodioxol-5-yl] acetate
• SMILES (Canonical): CC1CC2(C(=CC1OC(=O)C)C(OO2)(C)C)O
• SMILES (Isomeric): C[C@H]1C[C@@]2(C(=C[C@H]1OC(=O)C)C(OO2)(C)C)O
• InChI: InChI=1S/C12H18O5/c1-7-6-12(14)10(11(3,4)16-17-12)5-9(7)15-8(2)13/h5,7,9,14H,6H2,1-4H3/t7-,9+,12+/m0/s1
• InChI Key: IOJXYLFIAUMMPZ-LPBBDHJYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₈O₅
• Molecular Weight: 242.27 g/mol
• Exact Mass: 242.11542367 g/mol
• Topological Polar Surface Area (TPSA): 65.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 1.31
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9889	98.89%
Caco-2	+	0.6578	65.78%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5939	59.39%
OATP2B1 inhibitior	-	0.8563	85.63%
OATP1B1 inhibitior	+	0.9361	93.61%
OATP1B3 inhibitior	+	0.9004	90.04%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8042	80.42%
P-glycoprotein inhibitior	-	0.9125	91.25%
P-glycoprotein substrate	-	0.8992	89.92%
CYP3A4 substrate	+	0.5727	57.27%
CYP2C9 substrate	-	0.7891	78.91%
CYP2D6 substrate	-	0.8562	85.62%
CYP3A4 inhibition	-	0.6583	65.83%
CYP2C9 inhibition	-	0.8551	85.51%
CYP2C19 inhibition	-	0.8567	85.67%
CYP2D6 inhibition	-	0.9286	92.86%
CYP1A2 inhibition	-	0.7741	77.41%
CYP2C8 inhibition	-	0.9003	90.03%
CYP inhibitory promiscuity	-	0.8657	86.57%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Danger	0.3749	37.49%
Eye corrosion	-	0.9762	97.62%
Eye irritation	-	0.9134	91.34%
Skin irritation	-	0.6287	62.87%
Skin corrosion	-	0.9174	91.74%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8021	80.21%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	+	0.5624	56.24%
skin sensitisation	-	0.6662	66.62%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.4598	45.98%
Acute Oral Toxicity (c)	III	0.4546	45.46%
Estrogen receptor binding	-	0.5495	54.95%
Androgen receptor binding	-	0.6846	68.46%
Thyroid receptor binding	+	0.5241	52.41%
Glucocorticoid receptor binding	-	0.6891	68.91%
Aromatase binding	-	0.6995	69.95%
PPAR gamma	-	0.5340	53.40%
Honey bee toxicity	-	0.8203	82.03%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6450	64.50%
Fish aquatic toxicity	+	0.9133	91.33%

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	96.48%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.63%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.81%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.12%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	85.06%	91.19%
CHEMBL2581	P07339	Cathepsin D	81.58%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.35%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.81%	95.56%

Plants that contains it

• Clinopodium chilense

Cross-Links

• PubChem: 11746794
• LOTUS: LTS0007977
• wikiData: Q105116715