(4S,8aR,9S,12S,12aR)-9,12-dihydroxy-4-methyl-1,4,5,6,7,8,8a,9,10,11,12,12a-dodecahydrobenzo[d]oxecin-2-one

Details

• Internal ID: 839f0cc1-a34f-4bc0-b4e3-faaf62eda781
• Taxonomy: Organoheterocyclic compounds > Oxocins
• IUPAC Name: (4S,8aR,9S,12S,12aR)-9,12-dihydroxy-4-methyl-1,4,5,6,7,8,8a,9,10,11,12,12a-dodecahydrobenzo[d]oxecin-2-one
• SMILES (Canonical): CC1CCCCC2C(CCC(C2CC(=O)O1)O)O
• SMILES (Isomeric): C[C@H]1CCCC[C@H]2[C@H](CC[C@@H]([C@@H]2CC(=O)O1)O)O
• InChI: InChI=1S/C14H24O4/c1-9-4-2-3-5-10-11(8-14(17)18-9)13(16)7-6-12(10)15/h9-13,15-16H,2-8H2,1H3/t9-,10+,11+,12-,13-/m0/s1
• InChI Key: VDMSRLJJKGITNQ-QWQWKMKNSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₄O₄
• Molecular Weight: 256.34 g/mol
• Exact Mass: 256.16745924 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.63
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• CHEMBL1761482

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9769	97.69%
Caco-2	+	0.5809	58.09%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6493	64.93%
OATP2B1 inhibitior	-	0.8529	85.29%
OATP1B1 inhibitior	+	0.8988	89.88%
OATP1B3 inhibitior	+	0.9526	95.26%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8821	88.21%
BSEP inhibitior	-	0.9022	90.22%
P-glycoprotein inhibitior	-	0.9410	94.10%
P-glycoprotein substrate	-	0.9287	92.87%
CYP3A4 substrate	-	0.5435	54.35%
CYP2C9 substrate	-	0.8120	81.20%
CYP2D6 substrate	-	0.8145	81.45%
CYP3A4 inhibition	-	0.7984	79.84%
CYP2C9 inhibition	-	0.9620	96.20%
CYP2C19 inhibition	-	0.9292	92.92%
CYP2D6 inhibition	-	0.9629	96.29%
CYP1A2 inhibition	-	0.5494	54.94%
CYP2C8 inhibition	-	0.9684	96.84%
CYP inhibitory promiscuity	-	0.9894	98.94%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6993	69.93%
Eye corrosion	-	0.9488	94.88%
Eye irritation	-	0.9565	95.65%
Skin irritation	-	0.5143	51.43%
Skin corrosion	-	0.8571	85.71%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7418	74.18%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.5594	55.94%
skin sensitisation	-	0.8130	81.30%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.6822	68.22%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.6908	69.08%
Acute Oral Toxicity (c)	III	0.6500	65.00%
Estrogen receptor binding	-	0.5198	51.98%
Androgen receptor binding	-	0.5073	50.73%
Thyroid receptor binding	-	0.5804	58.04%
Glucocorticoid receptor binding	+	0.6138	61.38%
Aromatase binding	-	0.7530	75.30%
PPAR gamma	-	0.8388	83.88%
Honey bee toxicity	-	0.9550	95.50%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.8609	86.09%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	92.54%	98.95%
CHEMBL1902	P62942	FK506-binding protein 1A	89.79%	97.05%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.42%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.35%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	88.08%	91.49%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	86.19%	93.04%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.53%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.40%	91.11%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.42%	90.71%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.83%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.32%	89.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.16%	92.94%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 52917997
• LOTUS: LTS0275725
• wikiData: Q77368471