[(6R,7S,8aR)-8a-hydroxy-4,7-dimethyl-5,6,7,8-tetrahydro-3H-1,2-benzodioxin-6-yl] acetate

Details

• Internal ID: 3b94f590-82cd-41c1-a117-19e4aebc67a9
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Cyclic alcohols and derivatives
• IUPAC Name: [(6R,7S,8aR)-8a-hydroxy-4,7-dimethyl-5,6,7,8-tetrahydro-3H-1,2-benzodioxin-6-yl] acetate
• SMILES (Canonical): CC1CC2(C(=C(COO2)C)CC1OC(=O)C)O
• SMILES (Isomeric): C[C@H]1C[C@@]2(C(=C(COO2)C)C[C@H]1OC(=O)C)O
• InChI: InChI=1S/C12H18O5/c1-7-5-12(14)10(8(2)6-15-17-12)4-11(7)16-9(3)13/h7,11,14H,4-6H2,1-3H3/t7-,11+,12+/m0/s1
• InChI Key: IYHRAFODMIWLRL-UPZJHPNMSA-N
• Popularity: 0 references 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: 0.20
• 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	+	0.9694	96.94%
Caco-2	+	0.7623	76.23%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7791	77.91%
OATP2B1 inhibitior	-	0.8498	84.98%
OATP1B1 inhibitior	+	0.9427	94.27%
OATP1B3 inhibitior	+	0.9317	93.17%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8823	88.23%
P-glycoprotein inhibitior	-	0.9256	92.56%
P-glycoprotein substrate	-	0.8456	84.56%
CYP3A4 substrate	+	0.6053	60.53%
CYP2C9 substrate	-	0.7891	78.91%
CYP2D6 substrate	-	0.8562	85.62%
CYP3A4 inhibition	-	0.6801	68.01%
CYP2C9 inhibition	-	0.8894	88.94%
CYP2C19 inhibition	-	0.8644	86.44%
CYP2D6 inhibition	-	0.9281	92.81%
CYP1A2 inhibition	-	0.7685	76.85%
CYP2C8 inhibition	-	0.9059	90.59%
CYP inhibitory promiscuity	-	0.9504	95.04%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6518	65.18%
Eye corrosion	-	0.9859	98.59%
Eye irritation	-	0.8713	87.13%
Skin irritation	-	0.6308	63.08%
Skin corrosion	-	0.9439	94.39%
Ames mutagenesis	+	0.5363	53.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.6513	65.13%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	+	0.6284	62.84%
skin sensitisation	-	0.8376	83.76%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.5760	57.60%
Acute Oral Toxicity (c)	III	0.5590	55.90%
Estrogen receptor binding	-	0.7454	74.54%
Androgen receptor binding	-	0.6202	62.02%
Thyroid receptor binding	-	0.5930	59.30%
Glucocorticoid receptor binding	-	0.7319	73.19%
Aromatase binding	-	0.7662	76.62%
PPAR gamma	-	0.6268	62.68%
Honey bee toxicity	-	0.6969	69.69%
Biodegradation	+	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5250	52.50%
Fish aquatic toxicity	+	0.9827	98.27%

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	95.86%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.24%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	84.88%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.14%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.79%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.70%	85.14%
CHEMBL2581	P07339	Cathepsin D	82.36%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.97%	86.33%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.50%	94.80%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.11%	99.23%

Plants that contains it

• Clinopodium chilense

Cross-Links

• PubChem: 10944594
• LOTUS: LTS0040021
• wikiData: Q105122758