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

Details

• Internal ID: 0b79c49f-e82d-4af5-9fe3-0711df145470
• Taxonomy: Organoheterocyclic compounds > Oxocins
• IUPAC Name: (2R,3R,4R,5E,7R)-3,4,7-trihydroxy-2-propan-2-yl-2,3,4,7,8,9-hexahydrooxecin-10-one
• SMILES (Canonical): CC(C)C1C(C(C=CC(CCC(=O)O1)O)O)O
• SMILES (Isomeric): CC(C)[C@@H]1[C@@H]([C@@H](/C=C/[C@@H](CCC(=O)O1)O)O)O
• InChI: InChI=1S/C12H20O5/c1-7(2)12-11(16)9(14)5-3-8(13)4-6-10(15)17-12/h3,5,7-9,11-14,16H,4,6H2,1-2H3/b5-3+/t8-,9+,11+,12+/m0/s1
• InChI Key: ACOJSDCJVLNWBV-GXJYKEMOSA-N
• Popularity: 0 references 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: 0.10
• Atomic LogP (AlogP): -0.01
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9224	92.24%
Caco-2	-	0.8253	82.53%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7410	74.10%
OATP2B1 inhibitior	-	0.8499	84.99%
OATP1B1 inhibitior	+	0.9412	94.12%
OATP1B3 inhibitior	+	0.9611	96.11%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9626	96.26%
P-glycoprotein inhibitior	-	0.9248	92.48%
P-glycoprotein substrate	-	0.9659	96.59%
CYP3A4 substrate	-	0.5141	51.41%
CYP2C9 substrate	-	0.8456	84.56%
CYP2D6 substrate	-	0.8668	86.68%
CYP3A4 inhibition	-	0.8728	87.28%
CYP2C9 inhibition	-	0.9523	95.23%
CYP2C19 inhibition	-	0.9424	94.24%
CYP2D6 inhibition	-	0.9445	94.45%
CYP1A2 inhibition	-	0.9151	91.51%
CYP2C8 inhibition	-	0.9789	97.89%
CYP inhibitory promiscuity	-	0.9872	98.72%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6495	64.95%
Eye corrosion	-	0.9149	91.49%
Eye irritation	-	0.9706	97.06%
Skin irritation	-	0.6223	62.23%
Skin corrosion	-	0.7920	79.20%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7483	74.83%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.7985	79.85%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.5059	50.59%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	+	0.5956	59.56%
Acute Oral Toxicity (c)	III	0.5258	52.58%
Estrogen receptor binding	-	0.5820	58.20%
Androgen receptor binding	-	0.8884	88.84%
Thyroid receptor binding	-	0.6880	68.80%
Glucocorticoid receptor binding	+	0.6209	62.09%
Aromatase binding	-	0.8666	86.66%
PPAR gamma	-	0.7814	78.14%
Honey bee toxicity	-	0.7994	79.94%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	-	0.5857	58.57%

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	94.74%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.77%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.13%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.84%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.65%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.08%	96.09%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	85.48%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.10%	97.09%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.00%	90.71%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.60%	96.77%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.46%	97.25%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163103320
• LOTUS: LTS0100483
• wikiData: Q104909211