Minutissamide K

Details

• Internal ID: 227cd9d6-0d79-4d68-b2a5-d46ad72a64a4
• Taxonomy: Phenylpropanoids and polyketides > Macrolactams
• IUPAC Name: 3-[(3S,6S,12S,15S,18S,21E,24S,27R,28R,31S)-3-(2-amino-2-oxoethyl)-21-ethylidene-27-hydroxy-15,18-bis[(1R)-1-hydroxyethyl]-28-[(2S)-13-hydroxyhexadecan-2-yl]-6-[(1R)-1-methoxyethyl]-4-methyl-2,5,8,11,14,17,20,23,26,30-decaoxo-24-propan-2-yl-1,4,7,10,13,16,19,22,25,29-decazabicyclo[29.3.0]tetratriacontan-12-yl]propanamide
• InChI: InChI=1S/C58H100N12O17/c1-11-22-36(73)24-20-18-16-14-13-15-17-19-23-32(5)45-49(77)56(84)65-44(31(3)4)53(81)62-37(12-2)51(79)67-47(34(7)72)55(83)68-46(33(6)71)54(82)63-38(26-27-41(59)74)50(78)61-30-43(76)64-48(35(8)87-10)58(86)69(9)40(29-42(60)75)57(85)70-28-21-25-39(70)52(80)66-45/h12,31-36,38-40,44-49,71-73,77H,11,13-30H2,1-10H3,(H2,59,74)(H2,60,75)(H,61,78)(H,62,81)(H,63,82)(H,64,76)(H,65,84)(H,66,80)(H,67,79)(H,68,83)/b37-12+/t32-,33+,34+,35+,36?,38-,39-,40-,44-,45+,46-,47-,48-,49+/m0/s1
• InChI Key: YMEOXEZESXAOCK-NBWKXUPJSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₈H₁₀₀N₁₂O₁₇
• Molecular Weight: 1237.50 g/mol
• Exact Mass: 1236.73293977 g/mol
• Topological Polar Surface Area (TPSA): 450.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): -2.48
• H-Bond Acceptor: 17
• H-Bond Donor: 14
• Rotatable Bonds: 24

Synonyms

• 3-[(3S,6S,12S,15S,18S,21E,24S,27R,28R,31S)-3-(2-amino-2-oxoethyl)-21-ethylidene-27-hydroxy-15,18-bis[(1R)-1-hydroxyethyl]-28-[(2S)-13-hydroxyhexadecan-2-yl]-6-[(1R)-1-methoxyethyl]-4-methyl-2,5,8,11,14,17,20,23,26,30-decaoxo-24-propan-2-yl-1,4,7,10,13,16,19,22,25,29-decazabicyclo[29.3.0]tetratriacontan-12-yl]propanamide
• 3-((3R,4R,7S,13S,16S,19S,25S,28S,33aS,E)-28-(2-amino-2-oxoethyl)-10-ethylidene-4-hydroxy-13,16-bis((R)-1-hydroxyethyl)-3-((2S)-13-hydroxyhexadecan-2-yl)-7-isopropyl-25-((R)-1-methoxyethyl)-27-methyl-1,5,8,11,14,17,20,23,26,29-decaoxodotriacontahydro-1H-pyrrolo(2,1-c)(1,4,7,10,13,16,19,22,25,28)decaazacyclohentriacontin-19-yl)propanamide
• 3-((3R,4R,7S,13S,16S,19S,25S,28S,33aS,E)-28-(2-amino-2-oxoethyl)-10-ethylidene-4-hydroxy-13,16-bis((R)-1-hydroxyethyl)-3-((2S)-13-hydroxyhexadecan-2-yl)-7-isopropyl-25-((R)-1-methoxyethyl)-27-methyl-1,5,8,11,14,17,20,23,26,29-decaoxodotriacontahydro-1H-pyrrolo[2,1-c][1,4,7,10,13,16,19,22,25,28]decaazacyclohentriacontin-19-yl)propanamide
• 3-((3S,6S,12S,15S,18S,21E,24S,27R,28R,31S)-3-(2-amino-2-oxoethyl)-21-ethylidene-27-hydroxy-15,18-bis((1R)-1-hydroxyethyl)-28-((2S)-13-hydroxyhexadecan-2-yl)-6-((1R)-1-methoxyethyl)-4-methyl-2,5,8,11,14,17,20,23,26,30-decaoxo-24-propan-2-yl-1,4,7,10,13,16,19,22,25,29-decazabicyclo(29.3.0)tetratriacontan-12-yl)propanamide
• RefChem:158980
• 3-((3R,4R,7S,10E,13S,16S,19S,25S,28S,33AS)-10-ethylidene-1,4,5,8,11,14,17,20,23-nonahydroxy-28-((C-hydroxycarbonimidoyl)methyl)-13,16-bis((1R)-1-hydroxyethyl)-3-((2S)-13-hydroxyhexadecan-2-yl)-25-((1R)-1-methoxyethyl)-27-methyl-26,29-dioxo-7-(propan-2-yl)-3H,4H,7H,10H,13H,16H,19H,22H,25H,26H,27H,28H,29H,31H,32H,33H,33ah-pyrrolo(2,1-c)1,4,7,10,13,16,19,22,25,28-decaazacyclohentriacontan-19-yl)propanimidate
• 3-[(3R,4R,7S,10E,13S,16S,19S,25S,28S,33AS)-10-ethylidene-1,4,5,8,11,14,17,20,23-nonahydroxy-28-[(C-hydroxycarbonimidoyl)methyl]-13,16-bis[(1R)-1-hydroxyethyl]-3-[(2S)-13-hydroxyhexadecan-2-yl]-25-[(1R)-1-methoxyethyl]-27-methyl-26,29-dioxo-7-(propan-2-yl)-3H,4H,7H,10H,13H,16H,19H,22H,25H,26H,27H,28H,29H,31H,32H,33H,33ah-pyrrolo[2,1-c]1,4,7,10,13,16,19,22,25,28-decaazacyclohentriacontan-19-yl]propanimidate
• Minutibetaamide K
• CHEBI:213725

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6793	67.93%
Caco-2	-	0.8608	86.08%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.4990	49.90%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8119	81.19%
OATP1B3 inhibitior	+	0.9057	90.57%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8817	88.17%
BSEP inhibitior	+	0.9398	93.98%
P-glycoprotein inhibitior	+	0.7419	74.19%
P-glycoprotein substrate	+	0.8873	88.73%
CYP3A4 substrate	+	0.7410	74.10%
CYP2C9 substrate	-	0.8018	80.18%
CYP2D6 substrate	-	0.8680	86.80%
CYP3A4 inhibition	-	0.9065	90.65%
CYP2C9 inhibition	-	0.8521	85.21%
CYP2C19 inhibition	-	0.8739	87.39%
CYP2D6 inhibition	-	0.9273	92.73%
CYP1A2 inhibition	-	0.8842	88.42%
CYP2C8 inhibition	+	0.7552	75.52%
CYP inhibitory promiscuity	-	0.9878	98.78%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.5395	53.95%
Eye corrosion	-	0.9842	98.42%
Eye irritation	-	0.8963	89.63%
Skin irritation	-	0.7548	75.48%
Skin corrosion	-	0.9013	90.13%
Ames mutagenesis	-	0.5837	58.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.6758	67.58%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	-	0.5052	50.52%
skin sensitisation	-	0.8644	86.44%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.5450	54.50%
Acute Oral Toxicity (c)	III	0.6333	63.33%
Estrogen receptor binding	+	0.6548	65.48%
Androgen receptor binding	+	0.7079	70.79%
Thyroid receptor binding	+	0.5783	57.83%
Glucocorticoid receptor binding	+	0.6956	69.56%
Aromatase binding	+	0.7291	72.91%
PPAR gamma	+	0.7796	77.96%
Honey bee toxicity	-	0.6854	68.54%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5576	55.76%
Fish aquatic toxicity	-	0.4461	44.61%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.88%	96.09%
CHEMBL2581	P07339	Cathepsin D	99.63%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	98.37%	83.82%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	97.62%	82.38%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.58%	94.45%
CHEMBL4588	P22894	Matrix metalloproteinase 8	97.36%	94.66%
CHEMBL5103	Q969S8	Histone deacetylase 10	97.14%	90.08%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.97%	97.25%
CHEMBL4071	P08311	Cathepsin G	95.78%	94.64%
CHEMBL5608	Q16288	NT-3 growth factor receptor	95.75%	95.89%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	95.73%	93.00%
CHEMBL221	P23219	Cyclooxygenase-1	95.70%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.42%	91.11%
CHEMBL2443	P49862	Kallikrein 7	95.22%	94.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	95.16%	91.03%
CHEMBL1937	Q92769	Histone deacetylase 2	95.12%	94.75%
CHEMBL3837	P07711	Cathepsin L	95.09%	96.61%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	94.78%	95.50%
CHEMBL226	P30542	Adenosine A1 receptor	94.47%	95.93%
CHEMBL333	P08253	Matrix metalloproteinase-2	94.06%	96.31%
CHEMBL228	P31645	Serotonin transporter	93.12%	95.51%
CHEMBL1902	P62942	FK506-binding protein 1A	93.08%	97.05%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	93.00%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	92.91%	90.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.65%	85.14%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	91.34%	95.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.31%	97.09%
CHEMBL325	Q13547	Histone deacetylase 1	90.05%	95.92%
CHEMBL3524	P56524	Histone deacetylase 4	89.58%	92.97%
CHEMBL321	P14780	Matrix metalloproteinase 9	89.41%	92.12%
CHEMBL332	P03956	Matrix metalloproteinase-1	89.32%	94.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	88.34%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	88.14%	96.47%
CHEMBL2094135	Q96BI3	Gamma-secretase	87.21%	98.05%
CHEMBL2693	Q9UIQ6	Cystinyl aminopeptidase	87.13%	97.64%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.41%	95.56%
CHEMBL255	P29275	Adenosine A2b receptor	85.63%	98.59%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.57%	93.03%
CHEMBL213	P08588	Beta-1 adrenergic receptor	85.33%	95.56%
CHEMBL236	P41143	Delta opioid receptor	84.75%	99.35%
CHEMBL5043	Q6P179	Endoplasmic reticulum aminopeptidase 2	84.62%	91.81%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	84.31%	96.90%
CHEMBL5203	P33316	dUTP pyrophosphatase	83.95%	99.18%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.89%	93.56%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	83.87%	96.38%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.78%	89.00%
CHEMBL2095194	P08709	Coagulation factor VII/tissue factor	83.17%	99.17%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.88%	91.07%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	82.53%	98.75%
CHEMBL344	Q99705	Melanin-concentrating hormone receptor 1	82.35%	92.50%
CHEMBL3310	Q96DB2	Histone deacetylase 11	82.19%	88.56%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	81.82%	92.88%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.80%	89.50%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	81.53%	97.47%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	81.18%	97.29%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	80.92%	95.71%
CHEMBL3024	P53350	Serine/threonine-protein kinase PLK1	80.76%	97.43%
CHEMBL2096618	P11274	Bcr/Abl fusion protein	80.69%	85.83%
CHEMBL1871	P10275	Androgen Receptor	80.60%	96.43%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.56%	99.17%
CHEMBL299	P17252	Protein kinase C alpha	80.46%	98.03%
CHEMBL4616	Q92847	Ghrelin receptor	80.21%	92.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.08%	91.24%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 71473253
• LOTUS: LTS0015161
• wikiData: Q105350487