8-Hydroxy-8-(3-hydroxybut-1-enyl)-1,5-dimethyl-6,7-dioxabicyclo[3.2.1]octan-3-one

Details

• Internal ID: cb0d6402-0733-4b22-bc5d-2a0cf1809718
• Taxonomy: Organoheterocyclic compounds > Dioxolanes > 1,2-dioxolanes
• IUPAC Name: 8-hydroxy-8-(3-hydroxybut-1-enyl)-1,5-dimethyl-6,7-dioxabicyclo[3.2.1]octan-3-one
• SMILES (Canonical): CC(C=CC1(C2(CC(=O)CC1(OO2)C)C)O)O
• SMILES (Isomeric): CC(C=CC1(C2(CC(=O)CC1(OO2)C)C)O)O
• InChI: InChI=1S/C12H18O5/c1-8(13)4-5-12(15)10(2)6-9(14)7-11(12,3)17-16-10/h4-5,8,13,15H,6-7H2,1-3H3
• InChI Key: AXYVMSATLCNYCX-UHFFFAOYSA-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): 76.00 Ų
• XlogP: -0.90
• Atomic LogP (AlogP): 0.50
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9628	96.28%
Caco-2	+	0.7762	77.62%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6021	60.21%
OATP2B1 inhibitior	-	0.8557	85.57%
OATP1B1 inhibitior	+	0.9483	94.83%
OATP1B3 inhibitior	+	0.9190	91.90%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8619	86.19%
P-glycoprotein inhibitior	-	0.9502	95.02%
P-glycoprotein substrate	-	0.9756	97.56%
CYP3A4 substrate	-	0.5501	55.01%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8177	81.77%
CYP3A4 inhibition	-	0.8049	80.49%
CYP2C9 inhibition	-	0.9097	90.97%
CYP2C19 inhibition	-	0.8759	87.59%
CYP2D6 inhibition	-	0.9504	95.04%
CYP1A2 inhibition	-	0.7607	76.07%
CYP2C8 inhibition	-	0.9750	97.50%
CYP inhibitory promiscuity	-	0.9388	93.88%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.4872	48.72%
Eye corrosion	-	0.9737	97.37%
Eye irritation	-	0.5811	58.11%
Skin irritation	-	0.6641	66.41%
Skin corrosion	-	0.8896	88.96%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.9127	91.27%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	+	0.5283	52.83%
skin sensitisation	-	0.7211	72.11%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.6179	61.79%
Acute Oral Toxicity (c)	III	0.4616	46.16%
Estrogen receptor binding	-	0.6612	66.12%
Androgen receptor binding	-	0.5751	57.51%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.5764	57.64%
Aromatase binding	-	0.6317	63.17%
PPAR gamma	-	0.6255	62.55%
Honey bee toxicity	-	0.8952	89.52%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	+	0.8635	86.35%

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	93.69%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.04%	85.14%
CHEMBL230	P35354	Cyclooxygenase-2	88.95%	89.63%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.32%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.46%	97.25%
CHEMBL2581	P07339	Cathepsin D	86.68%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.16%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.92%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	84.29%	94.73%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.18%	96.77%
CHEMBL1937	Q92769	Histone deacetylase 2	82.42%	94.75%

Plants that contains it

• Capsicum annuum

Cross-Links

• PubChem: 162966098
• LOTUS: LTS0170105
• wikiData: Q104920924