Dehydromonacolin N

Details

• Internal ID: 65b9207b-a1b2-4b1b-b457-4af4f1e68a2f
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives > Dihydropyranones
• IUPAC Name: [(1S,3R,7S,8S,8aR)-3,7-dimethyl-8-[2-[(2R)-6-oxo-2,3-dihydropyran-2-yl]ethyl]-1,2,3,7,8,8a-hexahydronaphthalen-1-yl] acetate
• SMILES (Canonical): CC1CC(C2C(C(C=CC2=C1)C)CCC3CC=CC(=O)O3)OC(=O)C
• SMILES (Isomeric): C[C@@H]1C[C@@H]([C@@H]2[C@H]([C@H](C=CC2=C1)C)CC[C@@H]3CC=CC(=O)O3)OC(=O)C
• InChI: InChI=1S/C21H28O4/c1-13-11-16-8-7-14(2)18(21(16)19(12-13)24-15(3)22)10-9-17-5-4-6-20(23)25-17/h4,6-8,11,13-14,17-19,21H,5,9-10,12H2,1-3H3/t13-,14-,17-,18-,19-,21-/m0/s1
• InChI Key: WIPNMFLFZURMNZ-GIVJZPSRSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₈O₄
• Molecular Weight: 344.40 g/mol
• Exact Mass: 344.19875937 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 3.97
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9864	98.64%
Caco-2	+	0.6774	67.74%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7111	71.11%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7951	79.51%
OATP1B3 inhibitior	+	0.9101	91.01%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.8741	87.41%
P-glycoprotein inhibitior	+	0.6709	67.09%
P-glycoprotein substrate	+	0.7080	70.80%
CYP3A4 substrate	+	0.6694	66.94%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9101	91.01%
CYP3A4 inhibition	-	0.5779	57.79%
CYP2C9 inhibition	-	0.9083	90.83%
CYP2C19 inhibition	-	0.8726	87.26%
CYP2D6 inhibition	-	0.9328	93.28%
CYP1A2 inhibition	-	0.7305	73.05%
CYP2C8 inhibition	+	0.5734	57.34%
CYP inhibitory promiscuity	-	0.7668	76.68%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7258	72.58%
Eye corrosion	-	0.9861	98.61%
Eye irritation	-	0.9622	96.22%
Skin irritation	-	0.6004	60.04%
Skin corrosion	-	0.9608	96.08%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7641	76.41%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.8324	83.24%
skin sensitisation	-	0.7885	78.85%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.6955	69.55%
Acute Oral Toxicity (c)	III	0.7179	71.79%
Estrogen receptor binding	+	0.8440	84.40%
Androgen receptor binding	+	0.6031	60.31%
Thyroid receptor binding	-	0.6198	61.98%
Glucocorticoid receptor binding	+	0.7878	78.78%
Aromatase binding	-	0.5266	52.66%
PPAR gamma	-	0.6121	61.21%
Honey bee toxicity	-	0.8294	82.94%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9937	99.37%

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	96.21%	91.11%
CHEMBL2581	P07339	Cathepsin D	89.87%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.63%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.22%	96.09%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.27%	91.07%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.19%	97.25%
CHEMBL4208	P20618	Proteasome component C5	82.61%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.55%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.48%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.19%	99.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 56957482
• LOTUS: LTS0027217
• wikiData: Q77422638