Shishijimicin C

Details

• Internal ID: 855eab5a-d3a4-479d-aa98-6baac9456e88
• Taxonomy: Alkaloids and derivatives > Harmala alkaloids
• IUPAC Name: methyl N-[(1R,4Z,8S,13E)-8-[(2R,3R,4R,5R,6R)-3-[(2S,4S,5S)-5-(ethylamino)-4-methoxyoxan-2-yl]oxy-4-hydroxy-5-(6-hydroxy-9H-pyrido[3,4-b]indole-1-carbonyl)-6-methyl-5-methylsulfanyloxan-2-yl]oxy-1-hydroxy-13-[2-(methyltrisulfanyl)ethylidene]-11-oxo-10-bicyclo[7.3.1]trideca-4,9-dien-2,6-diynyl]carbamate
• InChI: InChI=1S/C45H50N4O12S4/c1-7-46-30-23-58-34(21-33(30)56-3)61-39-41(53)45(62-5,40(52)38-36-26(15-18-47-38)27-20-25(50)13-14-29(27)48-36)24(2)59-42(39)60-32-12-10-8-9-11-17-44(55)22-31(51)37(49-43(54)57-4)35(32)28(44)16-19-64-65-63-6/h8-9,13-16,18,20,24,30,32-34,39,41-42,46,48,50,53,55H,7,19,21-23H2,1-6H3,(H,49,54)/b9-8-,28-16+/t24-,30+,32+,33+,34+,39-,41-,42+,44+,45-/m1/s1
• InChI Key: MFKZOPIAQKMURV-DIKVFDHFSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₅H₅₀N₄O₁₂S₄
• Molecular Weight: 967.20 g/mol
• Exact Mass: 966.23080774 g/mol
• Topological Polar Surface Area (TPSA): 321.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 4.80
• H-Bond Acceptor: 18
• H-Bond Donor: 6
• Rotatable Bonds: 15

Synonyms

• RefChem:182747
• 503860-52-4
• methyl N-((1R,4Z,8S,13E)-8-((2R,3R,4R,5R,6R)-3-((2S,4S,5S)-5-(ethylamino)-4-methoxyoxan-2-yl)oxy-4-hydroxy-5-(6-hydroxy-9H-pyrido(3,4-b)indole-1-carbonyl)-6-methyl-5-methylsulfanyloxan-2-yl)oxy-1-hydroxy-13-(2-(methyltrisulfanyl)ethylidene)-11-oxo-10-bicyclo(7.3.1)trideca-4,9-dien-2,6-diynyl)carbamate
• SCHEMBL1231006
• HY-N10539
• CS-0610699

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9253	92.53%
Caco-2	-	0.8601	86.01%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.4045	40.45%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8025	80.25%
OATP1B3 inhibitior	+	0.9348	93.48%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9714	97.14%
P-glycoprotein inhibitior	+	0.7607	76.07%
P-glycoprotein substrate	+	0.8549	85.49%
CYP3A4 substrate	+	0.7597	75.97%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8504	85.04%
CYP3A4 inhibition	+	0.7656	76.56%
CYP2C9 inhibition	-	0.6783	67.83%
CYP2C19 inhibition	-	0.6320	63.20%
CYP2D6 inhibition	-	0.8364	83.64%
CYP1A2 inhibition	-	0.6819	68.19%
CYP2C8 inhibition	+	0.8573	85.73%
CYP inhibitory promiscuity	+	0.5623	56.23%
UGT catelyzed	+	0.6362	63.62%
Carcinogenicity (binary)	-	0.7900	79.00%
Carcinogenicity (trinary)	Non-required	0.4803	48.03%
Eye corrosion	-	0.9786	97.86%
Eye irritation	-	0.9066	90.66%
Skin irritation	-	0.7511	75.11%
Skin corrosion	-	0.9136	91.36%
Ames mutagenesis	+	0.5946	59.46%
Human Ether-a-go-go-Related Gene inhibition	+	0.6836	68.36%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.8268	82.68%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.5939	59.39%
Acute Oral Toxicity (c)	III	0.5459	54.59%
Estrogen receptor binding	+	0.8303	83.03%
Androgen receptor binding	+	0.7733	77.33%
Thyroid receptor binding	+	0.6251	62.51%
Glucocorticoid receptor binding	+	0.7335	73.35%
Aromatase binding	+	0.6680	66.80%
PPAR gamma	+	0.7854	78.54%
Honey bee toxicity	-	0.6015	60.15%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9933	99.33%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.82%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.35%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.93%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.64%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.59%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.53%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.93%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.54%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	95.41%	94.00%
CHEMBL255	P29275	Adenosine A2b receptor	95.30%	98.59%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	95.19%	99.23%
CHEMBL2292	Q13627	Dual-specificity tyrosine-phosphorylation regulated kinase 1A	94.08%	93.24%
CHEMBL226	P30542	Adenosine A1 receptor	93.68%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.14%	97.09%
CHEMBL2581	P07339	Cathepsin D	93.03%	98.95%
CHEMBL2243	O00519	Anandamide amidohydrolase	92.53%	97.53%
CHEMBL4208	P20618	Proteasome component C5	92.48%	90.00%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	91.72%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.34%	86.33%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	91.12%	93.10%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.06%	92.94%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	89.30%	92.67%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	88.33%	91.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.05%	95.56%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	87.65%	92.29%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	87.26%	91.07%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.48%	94.33%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	82.40%	94.42%
CHEMBL213	P08588	Beta-1 adrenergic receptor	82.18%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.38%	90.71%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.71%	92.62%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	80.04%	83.10%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.01%	97.28%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 23248512
• LOTUS: LTS0218151
• wikiData: Q105162802