7alpha,8alpha-Dihydroxy-3,5-decadien-10-olide

Details

• Internal ID: 218b5439-84cd-44c5-8a09-1c1691d5fc04
• Taxonomy: Organoheterocyclic compounds > Oxocins
• IUPAC Name: (2R,4R,5S,6E,8Z)-4,5-dihydroxy-2-methyl-2,3,4,5-tetrahydrooxecin-10-one
• SMILES (Canonical): CC1CC(C(C=CC=CC(=O)O1)O)O
• SMILES (Isomeric): C[C@@H]1C[C@H]([C@H](/C=C/C=C\C(=O)O1)O)O
• InChI: InChI=1S/C10H14O4/c1-7-6-9(12)8(11)4-2-3-5-10(13)14-7/h2-5,7-9,11-12H,6H2,1H3/b4-2+,5-3-/t7-,8+,9-/m1/s1
• InChI Key: SAZJFRBQDIBJEF-RENNVBTOSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₄O₄
• Molecular Weight: 198.22 g/mol
• Exact Mass: 198.08920892 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 0.16
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• (2R,4R,5S,6E,8Z)-4,5-dihydroxy-2-methyl-2,3,4,5-tetrahydrooxecin-10-one
• RefChem:106602
• CHEMBL455287
• CHEBI:215432

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9378	93.78%
Caco-2	-	0.5590	55.90%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.5761	57.61%
OATP2B1 inhibitior	-	0.8636	86.36%
OATP1B1 inhibitior	+	0.9093	90.93%
OATP1B3 inhibitior	+	0.9676	96.76%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9603	96.03%
P-glycoprotein inhibitior	-	0.9779	97.79%
P-glycoprotein substrate	-	0.8878	88.78%
CYP3A4 substrate	-	0.5316	53.16%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8849	88.49%
CYP3A4 inhibition	-	0.9510	95.10%
CYP2C9 inhibition	-	0.9751	97.51%
CYP2C19 inhibition	-	0.9541	95.41%
CYP2D6 inhibition	-	0.9647	96.47%
CYP1A2 inhibition	-	0.9063	90.63%
CYP2C8 inhibition	-	0.9843	98.43%
CYP inhibitory promiscuity	-	0.9895	98.95%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5738	57.38%
Eye corrosion	-	0.9035	90.35%
Eye irritation	-	0.7915	79.15%
Skin irritation	-	0.5363	53.63%
Skin corrosion	-	0.7212	72.12%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7440	74.40%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	+	0.5153	51.53%
skin sensitisation	-	0.7914	79.14%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	+	0.5202	52.02%
Acute Oral Toxicity (c)	IV	0.5053	50.53%
Estrogen receptor binding	-	0.8986	89.86%
Androgen receptor binding	-	0.8551	85.51%
Thyroid receptor binding	-	0.8003	80.03%
Glucocorticoid receptor binding	-	0.6400	64.00%
Aromatase binding	-	0.9033	90.33%
PPAR gamma	-	0.8818	88.18%
Honey bee toxicity	-	0.8752	87.52%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	-	0.4087	40.87%

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	93.20%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.55%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.03%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.78%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	87.43%	91.49%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.24%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.23%	100.00%
CHEMBL2581	P07339	Cathepsin D	86.18%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.83%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.84%	97.09%

Plants that contains it

• Azadirachta indica

Cross-Links

• PubChem: 23631883
• LOTUS: LTS0263793
• wikiData: Q105249250