Mirilactam B

Details

• Internal ID: 6e76e1a9-e1ea-4e83-b6e1-f848c0460c03
• Taxonomy: Phenylpropanoids and polyketides > Macrolactams
• IUPAC Name: (10R,12R,14R,26S)-10,12,14-trihydroxy-19,26-dimethyl-1-azacyclohexacosa-3,5,7,15,17,19,21,23-octaen-2-one
• SMILES (Canonical): CC1CC=CC=CC=C(C=CC=CC(CC(CC(CC=CC=CC=CC(=O)N1)O)O)O)C
• SMILES (Isomeric): C[C@H]1CC=CC=CC=C(C=CC=C[C@@H](C[C@@H](C[C@@H](CC=CC=CC=CC(=O)N1)O)O)O)C
• InChI: InChI=1S/C27H37NO4/c1-22-14-8-6-7-9-16-23(2)28-27(32)19-11-5-3-4-10-17-24(29)20-26(31)21-25(30)18-13-12-15-22/h3-15,18-19,23-26,29-31H,16-17,20-21H2,1-2H3,(H,28,32)/t23-,24+,25-,26+/m0/s1
• InChI Key: UGEFTPDLHPVPKD-ROXDYWFKSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₇NO₄
• Molecular Weight: 439.60 g/mol
• Exact Mass: 439.27225866 g/mol
• Topological Polar Surface Area (TPSA): 89.80 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 3.99
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9728	97.28%
Caco-2	-	0.6650	66.50%
Blood Brain Barrier	+	0.5621	56.21%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5717	57.17%
OATP2B1 inhibitior	-	0.7140	71.40%
OATP1B1 inhibitior	+	0.8913	89.13%
OATP1B3 inhibitior	+	0.9487	94.87%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9653	96.53%
P-glycoprotein inhibitior	-	0.4544	45.44%
P-glycoprotein substrate	-	0.5840	58.40%
CYP3A4 substrate	+	0.6079	60.79%
CYP2C9 substrate	-	0.8114	81.14%
CYP2D6 substrate	-	0.8828	88.28%
CYP3A4 inhibition	-	0.9224	92.24%
CYP2C9 inhibition	-	0.8677	86.77%
CYP2C19 inhibition	-	0.8558	85.58%
CYP2D6 inhibition	-	0.9038	90.38%
CYP1A2 inhibition	-	0.8943	89.43%
CYP2C8 inhibition	-	0.8222	82.22%
CYP inhibitory promiscuity	-	0.9436	94.36%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8428	84.28%
Carcinogenicity (trinary)	Non-required	0.5927	59.27%
Eye corrosion	-	0.9729	97.29%
Eye irritation	-	0.9575	95.75%
Skin irritation	-	0.7428	74.28%
Skin corrosion	-	0.9366	93.66%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9005	90.05%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	-	0.5405	54.05%
skin sensitisation	-	0.8947	89.47%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.6190	61.90%
Acute Oral Toxicity (c)	III	0.5270	52.70%
Estrogen receptor binding	+	0.7134	71.34%
Androgen receptor binding	-	0.5991	59.91%
Thyroid receptor binding	-	0.4900	49.00%
Glucocorticoid receptor binding	+	0.5764	57.64%
Aromatase binding	+	0.5825	58.25%
PPAR gamma	+	0.6284	62.84%
Honey bee toxicity	-	0.7941	79.41%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	-	0.8451	84.51%

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	92.57%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.20%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.39%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.32%	91.11%
CHEMBL2581	P07339	Cathepsin D	87.82%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	86.85%	83.82%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.43%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.58%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	85.29%	94.75%
CHEMBL5103	Q969S8	Histone deacetylase 10	84.68%	90.08%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.63%	99.23%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.65%	93.03%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 139587895
• LOTUS: LTS0005630
• wikiData: Q105272277