Decarestrictine B

Details

• Internal ID: 0d9e2ddd-dfff-4495-b7fd-8ba79e665ccd
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > 1,3-dicarbonyl compounds
• IUPAC Name: (1S,3R,9S,10R)-9-hydroxy-3-methyl-4,11-dioxabicyclo[8.1.0]undecane-5,7-dione
• SMILES (Canonical): CC1CC2C(O2)C(CC(=O)CC(=O)O1)O
• SMILES (Isomeric): C[C@@H]1C[C@H]2[C@H](O2)[C@H](CC(=O)CC(=O)O1)O
• InChI: InChI=1S/C10H14O5/c1-5-2-8-10(15-8)7(12)3-6(11)4-9(13)14-5/h5,7-8,10,12H,2-4H2,1H3/t5-,7+,8+,10-/m1/s1
• InChI Key: XYYINJYPZZOQLA-RKBOWSCOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₄O₅
• Molecular Weight: 214.21 g/mol
• Exact Mass: 214.08412354 g/mol
• Topological Polar Surface Area (TPSA): 76.10 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): -0.20
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• 127393-91-3
• (1S,3R,9S,10R)-9-hydroxy-3-methyl-4,11-dioxabicyclo[8.1.0]undecane-5,7-dione
• DTXSID40155548
• (1S,3R,9S,10R)-9-hydroxy-3-methyl-4,11-dioxabicyclo(8.1.0)undecane-5,7-dione
• RefChem:131260
• DTXCID0078039
• 4,11-Dioxabicyclo(8.1.0)undecane-5,7-dione, 9-hydroxy-3-methyl-
• orb3024407
• 9-Hydroxy-3-methyl-4,11-dioxabicyclo[8.1.0]undecane-5,7-dione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9157	91.57%
Caco-2	-	0.5406	54.06%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.5309	53.09%
OATP2B1 inhibitior	-	0.8558	85.58%
OATP1B1 inhibitior	+	0.9144	91.44%
OATP1B3 inhibitior	+	0.9422	94.22%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9665	96.65%
P-glycoprotein inhibitior	-	0.9563	95.63%
P-glycoprotein substrate	-	0.8974	89.74%
CYP3A4 substrate	-	0.5486	54.86%
CYP2C9 substrate	-	0.7984	79.84%
CYP2D6 substrate	-	0.8324	83.24%
CYP3A4 inhibition	-	0.8633	86.33%
CYP2C9 inhibition	-	0.9224	92.24%
CYP2C19 inhibition	-	0.9249	92.49%
CYP2D6 inhibition	-	0.9480	94.80%
CYP1A2 inhibition	-	0.8336	83.36%
CYP2C8 inhibition	-	0.9806	98.06%
CYP inhibitory promiscuity	-	0.9958	99.58%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6021	60.21%
Eye corrosion	-	0.9279	92.79%
Eye irritation	+	0.6478	64.78%
Skin irritation	-	0.6154	61.54%
Skin corrosion	-	0.8414	84.14%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7463	74.63%
Micronuclear	-	0.5100	51.00%
Hepatotoxicity	+	0.7625	76.25%
skin sensitisation	-	0.8348	83.48%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.4826	48.26%
Acute Oral Toxicity (c)	III	0.5082	50.82%
Estrogen receptor binding	-	0.7430	74.30%
Androgen receptor binding	-	0.8023	80.23%
Thyroid receptor binding	-	0.6398	63.98%
Glucocorticoid receptor binding	+	0.6339	63.39%
Aromatase binding	-	0.8247	82.47%
PPAR gamma	-	0.7267	72.67%
Honey bee toxicity	-	0.7857	78.57%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	-	0.5986	59.86%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.14%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.35%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.83%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.22%	91.11%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.98%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.97%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.43%	99.23%
CHEMBL2581	P07339	Cathepsin D	81.93%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.23%	97.25%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 3083078
• LOTUS: LTS0240365
• wikiData: Q83023479