(4S,5R,6R,10R)-4,6-dihydroxy-10-methyl-3-methylidene-2-oxaspiro[4.5]decane-1,7-dione

Details

• Internal ID: 47c53912-db80-4e41-9110-229cd9c1bbf6
• Taxonomy: Organoheterocyclic compounds > Tetrahydrofurans
• IUPAC Name: (4S,5R,6R,10R)-4,6-dihydroxy-10-methyl-3-methylidene-2-oxaspiro[4.5]decane-1,7-dione
• SMILES (Canonical): CC1CCC(=O)C(C12C(C(=C)OC2=O)O)O
• SMILES (Isomeric): C[C@@H]1CCC(=O)[C@@H]([C@]12[C@@H](C(=C)OC2=O)O)O
• InChI: InChI=1S/C11H14O5/c1-5-3-4-7(12)9(14)11(5)8(13)6(2)16-10(11)15/h5,8-9,13-14H,2-4H2,1H3/t5-,8-,9+,11-/m1/s1
• InChI Key: ANHHAPDWNRZSRR-YZLKNSBCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₄O₅
• Molecular Weight: 226.23 g/mol
• Exact Mass: 226.08412354 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -0.24
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8676	86.76%
Caco-2	-	0.7907	79.07%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7193	71.93%
OATP2B1 inhibitior	-	0.8518	85.18%
OATP1B1 inhibitior	+	0.9495	94.95%
OATP1B3 inhibitior	+	0.9348	93.48%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.9573	95.73%
P-glycoprotein inhibitior	-	0.9454	94.54%
P-glycoprotein substrate	-	0.9239	92.39%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8489	84.89%
CYP3A4 inhibition	-	0.8715	87.15%
CYP2C9 inhibition	-	0.9068	90.68%
CYP2C19 inhibition	-	0.8996	89.96%
CYP2D6 inhibition	-	0.9345	93.45%
CYP1A2 inhibition	-	0.7893	78.93%
CYP2C8 inhibition	-	0.9437	94.37%
CYP inhibitory promiscuity	-	0.9493	94.93%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5621	56.21%
Eye corrosion	-	0.9714	97.14%
Eye irritation	+	0.5624	56.24%
Skin irritation	+	0.5102	51.02%
Skin corrosion	-	0.7190	71.90%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8139	81.39%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	+	0.7658	76.58%
skin sensitisation	-	0.7829	78.29%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.5870	58.70%
Acute Oral Toxicity (c)	III	0.4625	46.25%
Estrogen receptor binding	-	0.5216	52.16%
Androgen receptor binding	-	0.5981	59.81%
Thyroid receptor binding	-	0.7201	72.01%
Glucocorticoid receptor binding	-	0.7101	71.01%
Aromatase binding	-	0.7445	74.45%
PPAR gamma	-	0.6836	68.36%
Honey bee toxicity	-	0.9024	90.24%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9453	94.53%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.73%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.99%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.79%	96.77%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.46%	95.56%
CHEMBL2581	P07339	Cathepsin D	86.18%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.62%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.09%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.16%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.25%	99.23%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.27%	92.94%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.15%	90.71%

Plants that contains it

• Dryopteris aitoniana

Cross-Links

• PubChem: 163055664
• LOTUS: LTS0133225
• wikiData: Q105331938