Fumitremorgin A

Details

• Internal ID: 5a92e17f-f3f8-43e1-bedf-fa87ca2c2235
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Pyridoindoles > Beta carbolines
• IUPAC Name: (9R,14S,17S,23R,24S)-23-hydroxy-5-methoxy-12,12-dimethyl-24-(3-methylbut-2-enoxy)-9-(2-methylprop-1-enyl)-10,11-dioxa-8,15,21-triazahexacyclo[12.10.1.02,7.08,25.015,23.017,21]pentacosa-1(25),2(7),3,5-tetraene-16,22-dione
• SMILES (Canonical): CC(=CCOC1C2=C3C(CC(OOC(N3C4=C2C=CC(=C4)OC)C=C(C)C)(C)C)N5C1(C(=O)N6CCCC6C5=O)O)C
• SMILES (Isomeric): CC(=CCO[C@H]1C2=C3[C@H](CC(OO[C@@H](N3C4=C2C=CC(=C4)OC)C=C(C)C)(C)C)N5[C@@]1(C(=O)N6CCC[C@H]6C5=O)O)C
• InChI: InChI=1S/C32H41N3O7/c1-18(2)12-14-40-28-26-21-11-10-20(39-7)16-23(21)34-25(15-19(3)4)41-42-31(5,6)17-24(27(26)34)35-29(36)22-9-8-13-33(22)30(37)32(28,35)38/h10-12,15-16,22,24-25,28,38H,8-9,13-14,17H2,1-7H3/t22-,24-,25+,28-,32+/m0/s1
• InChI Key: ACGHJVZDNQZJOV-BMOJZYMJSA-N
• Popularity: 18 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₁N₃O₇
• Molecular Weight: 579.70 g/mol
• Exact Mass: 579.29445066 g/mol
• Topological Polar Surface Area (TPSA): 103.00 Ų
• XlogP: 3.80

Synonyms

• 12626-18-5
• ZR1C7949XT
• CHEBI:72766
• DTXSID30925479
• (9R,14S,17S,23R,24S)-23-hydroxy-5-methoxy-12,12-dimethyl-24-(3-methylbut-2-enoxy)-9-(2-methylprop-1-enyl)-10,11-dioxa-8,15,21-triazahexacyclo[12.10.1.02,7.08,25.015,23.017,21]pentacosa-1(25),2(7),3,5-tetraene-16,22-dione
• (5R,10S,10aR,14aS,15bS)-10a-hydroxy-7-methoxy-2,2-dimethyl-10-[(3-methylbut-2-en-1-yl)oxy]-5-(2-methylprop-1-en-1-yl)-1,10,10a,14,14a,15b-hexahydro-12H-3,4-dioxa-5a,11a,15a-triazacycloocta[1,2,3-lm]indeno[5,6-b]fluorene-11,15(H,13H)-dione
• (5R,10S,10aR,14aS,15bS)-10a-hydroxy-7-methoxy-2,2-dimethyl-10-((3-methylbut-2-en-1-yl)oxy)-5-(2-methylprop-1-en-1-yl)-1,10,10a,14,14a,15b-hexahydro-12H-3,4-dioxa-5a,11a,15a-triazacycloocta(1,2,3-lm)indeno(5,6-b)fluorene-11,15(H,13H)-dione
• (9R,14S,17S,23R,24S)-23-hydroxy-5-methoxy-12,12-dimethyl-24-(3-methylbut-2-enoxy)-9-(2-methylprop-1-enyl)-10,11-dioxa-8,15,21-triazahexacyclo(12.10.1.02,7.08,25.015,23.017,21)pentacosa-1(25),2(7),3,5-tetraene-16,22-dione
• RefChem:921909
• DTXCID201354307
• 23-hydroxy-5-methoxy-12,12-dimethyl-24-((3-methylbut-2-en-1-yl)oxy)-9-(2-methylprop-1-en-1-yl)-10,11-dioxa-8,15,21-triazahexacyclo(12.10.1.02,7.08,25.015,23.017,21)pentacosa-1(25),2(7),3,5-tetraene-16,22-dione
• UNII-ZR1C7949XT
• FUMITREMORGEN A
• SCHEMBL1887086
• ACon1_001759
• BRD8008
• BRD-8008
• NCGC00180170-01
• NCGC00180170-02
• 5H-12H-3,4-Dioxa-5a,11a,15a-triazacyclooct(lm)indeno(5,6-b)fluorene-11,15(2H,13H)-dione, 1,10,10a,14,14a,15b-hexahydro-10a-hydroxy-7-methoxy-2,2-dimethyl-10-((3-methyl-2-butenyl)oxy)-5-(2-methyl-1-propenyl)-, (5R,10S,10aR,14aS,15bS)-
• 5H-12H-3,4-Dioxa-5a,11a,15a-triazacyclooct(lm)indeno(5,6-b)fluorene-11,15(2H,13H)-dione, 1,10,10a,14,14a,15b-hexahydro-10a-hydroxy-7-methoxy-2,2-dimethyl-10-((3-methyl-2-butenyl)oxy)-5-(2-methyl-1-propenyl)-, (5R-(5-alpha,10-alpha,10a-alpha,14a-alpha,15b-alpha))-
• C20564
• BRD-K19808008-001-01-0
• Q27140132
• Fumitremorgin A, 5S-(5alpha,10beta,10abeta,14aalpha,15balpha)-isomer
• (5R,10S,10aR,14aS,15bS)-10a-Hydroxy-7-methoxy-2,2-dimethyl-10-[(3-methylbut-2-en-1-yl)oxy]-5-(2-methylprop-1-en-1-yl)-1,10,10a,14,14a,15b-hexahydro-5H,12H-3,4-dioxa-5a,11a,15a-triazacycloocta[1,2,3-lm]indeno[5,6-b]fluorene-11,15(2H,13H)-dione
• NCGC00180170-02_C32H41N3O7_5H,12H-3,4-Dioxa-5a,11a,15a-triazacyclooct[lm]indeno[5,6-b]fluorene-11,15(2H,13H)-dione, 1,10,10a,14,14a,15b-hexahydro-10a-hydroxy-7-methoxy-2,2-dimethyl-10-[(3-methyl-2-buten-1-yl)oxy]-5-(2-methyl-1-propen-1-yl)-, (5R,10S,10aR,14aS,15bS)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
No predicted properties yet!

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	99.38%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.55%	94.45%
CHEMBL2581	P07339	Cathepsin D	97.04%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.98%	96.09%
CHEMBL1902	P62942	FK506-binding protein 1A	95.41%	97.05%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.31%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.64%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	94.42%	95.89%
CHEMBL1871	P10275	Androgen Receptor	93.71%	96.43%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	93.66%	93.40%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.58%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.81%	92.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.00%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.88%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.43%	97.09%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.65%	93.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	83.31%	91.03%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.18%	92.94%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 107713
• LOTUS: LTS0125662
• wikiData: Q27140132