(2S,3R,4R,5E,7S)-3,4,7-trihydroxy-2-propyl-2,3,4,7,8,9-hexahydrooxecin-10-one

Details

• Internal ID: 26573de7-89df-4e50-8a34-88fb1b2a1488
• Taxonomy: Organoheterocyclic compounds > Oxocins
• IUPAC Name: (2S,3R,4R,5E,7S)-3,4,7-trihydroxy-2-propyl-2,3,4,7,8,9-hexahydrooxecin-10-one
• SMILES (Canonical): CCCC1C(C(C=CC(CCC(=O)O1)O)O)O
• SMILES (Isomeric): CCC[C@H]1[C@@H]([C@@H](/C=C/[C@H](CCC(=O)O1)O)O)O
• InChI: InChI=1S/C12H20O5/c1-2-3-10-12(16)9(14)6-4-8(13)5-7-11(15)17-10/h4,6,8-10,12-14,16H,2-3,5,7H2,1H3/b6-4+/t8-,9-,10+,12-/m1/s1
• InChI Key: BFIDNRPVSXOGQW-XGYGXWHZSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₂₀O₅
• Molecular Weight: 244.28 g/mol
• Exact Mass: 244.13107373 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): 0.13
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8786	87.86%
Caco-2	-	0.7198	71.98%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5965	59.65%
OATP2B1 inhibitior	-	0.8538	85.38%
OATP1B1 inhibitior	+	0.8980	89.80%
OATP1B3 inhibitior	+	0.9512	95.12%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9487	94.87%
P-glycoprotein inhibitior	-	0.9573	95.73%
P-glycoprotein substrate	-	0.9010	90.10%
CYP3A4 substrate	-	0.5555	55.55%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8577	85.77%
CYP3A4 inhibition	-	0.8019	80.19%
CYP2C9 inhibition	-	0.9419	94.19%
CYP2C19 inhibition	-	0.8173	81.73%
CYP2D6 inhibition	-	0.9418	94.18%
CYP1A2 inhibition	-	0.8330	83.30%
CYP2C8 inhibition	-	0.9512	95.12%
CYP inhibitory promiscuity	-	0.9752	97.52%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6540	65.40%
Eye corrosion	-	0.9714	97.14%
Eye irritation	-	0.9622	96.22%
Skin irritation	-	0.5922	59.22%
Skin corrosion	-	0.8213	82.13%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7081	70.81%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.5073	50.73%
skin sensitisation	-	0.8002	80.02%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.5789	57.89%
Acute Oral Toxicity (c)	III	0.5156	51.56%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	-	0.8747	87.47%
Thyroid receptor binding	-	0.6665	66.65%
Glucocorticoid receptor binding	+	0.6302	63.02%
Aromatase binding	-	0.8800	88.00%
PPAR gamma	-	0.8107	81.07%
Honey bee toxicity	-	0.9401	94.01%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.7638	76.38%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.86%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.93%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.51%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	91.39%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.68%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.25%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.99%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.61%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.09%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.74%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.64%	95.89%

Plants that contains it

• Cirsium arvense
• Dalea elegans

Cross-Links

• PubChem: 118260271
• NPASS: NPC236806
• LOTUS: LTS0060085
• wikiData: Q104934194