Ascomycin

C43H69NO12CAS 11011-38-4792.02 g/mol

Open in Covalent MOL file
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AlcoholAlkeneAmideEsterEtherKetoneLactamLactone

Properties

Molecular formula
C43H69NO12
Molar mass
792.02 g/mol
Exact mass
791.4820 Da
logP
4.47Crippen estimate
Polar surface area
178.4 Ų
H-bond donors / acceptors
3 / 12
Rotatable bonds
6
Stereocentres
R, S, S, R, R, S, S, R, R, R, R, S, R, Sin SMILES atom order
Double bonds
EE/Z, in SMILES order

Hazards

Warning
Irritant (GHS07)

Aggregated from 41 ECHA notifications, via PubChem; a share says how many notifiers assign that statement.

Precautionary statements

P261, P264, P270, P271, P280, P301+P317, P302+P352, P304+P340, P317, P321, P330, P362+P364, P501

Identifiers

CAS number
11011-38-4
SMILES
CC[C@@H]1/C=C(C)C[C@H](C)C[C@H](OC)[C@H]2O[C@@](O)(C(=O)C(=O)N3CCCC[C@H]3C(=O)O[C@H](/C(C)=C/[C@@H]3CC[C@@H](O)[C@H](OC)C3)[C@H](C)[C@@H](O)CC1=O)[C@H](C)C[C@@H]2OC
InChIKey
ZDQSOHOQTUFQEM-XZQJPUKSSA-N
InChI
InChI=1S/C43H69NO12/c1-10-30-18-24(2)17-25(3)19-36(53-8)39-37(54-9)21-27(5)43(51,56-39)40(48)41(49)44-16-12-11-13-31(44)42(50)55-38(28(6)33(46)23-34(30)47)26(4)20-29-14-15-32(45)35(22-29)52-7/h18,20,25,27-33,35-39,45-46,51H,10-17,19,21-23H2,1-9H3/b24-18?,26-20+/t25-,27+,28+,29-,30+,31-,32+,33-,35+,36-,37-,38+,39+,43+/m0/s1
Characterization data

Calculated from the structure, in the form journals print them.

¹H NMR
Predicted ¹H NMR (400 MHz, CDCl₃) δ 5.59 (d, J = 7.0 Hz, 1H), 5.41 (d, J = 6.8 Hz, 1H), 5.41 (d, J = 6.8 Hz, 1H), 4.43 (t, J = 7.0 Hz, 1H), 4.29 (t, J = 7.0 Hz, 1H), 4.23 (q, J = 7.0 Hz, 1H), 4.22 (q, J = 7.0 Hz, 1H), 3.93 (q, J = 7.0 Hz, 1H), 3.84 (q, J = 7.0 Hz, 1H), 3.63 (q, J = 7.0 Hz, 1H), 3.43 (t, J = 7.0 Hz, 2H), 3.33 (q, J = 6.9 Hz, 1H), 3.30 (s, 3H), 3.30 (s, 3H), 3.30 (s, 3H), 2.80 (d, J = 7.0 Hz, 2H), 2.41 (sext, J = 7.0 Hz, 1H), 2.18 (sext, J = 7.0 Hz, 1H), 2.14 (sext, J = 7.0 Hz, 1H), 2.04 (d, J = 7.0 Hz, 2H), 2.00 (br s, 1H), 2.00 (br s, 1H), 2.00 (br s, 1H), 1.86 (t, J = 7.0 Hz, 2H), 1.86 (t, J = 7.0 Hz, 2H), 1.80 (q, J = 7.0 Hz, 2H), 1.79 (q, J = 7.0 Hz, 2H), 1.71 (s, 3H), 1.71 (s, 3H), 1.65 (m, J = 7.0 Hz, 1H), 1.60 (m, J = 7.0 Hz, 2H), 1.57 (quint, J = 7.0 Hz, 2H), 1.55 (m, J = 7.0 Hz, 2H), 1.55 (m, J = 7.0 Hz, 2H), 1.53 (q, J = 7.0 Hz, 2H), 0.86 (t, J = 7.0 Hz, 3H), 0.86 (d, J = 7.0 Hz, 3H), 0.86 (d, J = 7.0 Hz, 3H), 0.86 (d, J = 7.0 Hz, 3H).
¹³C NMR
Predicted ¹³C NMR (101 MHz, CDCl₃) δ 214.1, 198.7, 172.4, 157.6, 136.6, 135.5, 132.5, 131.6, 130.2, 88.7, 85.7, 81.6, 78.3, 75.1, 72.9, 63.2, 61.7, 61.4, 51.7, 51.7, 51.7, 48.9, 43.4, 40.7, 39.9, 39.6, 36.8, 36.5, 34.4, 32.7, 32.1, 29.4, 28.0, 26.1, 26.0, 23.5, 21.1, 20.5, 17.2, 17.2, 11.4, 7.7, 7.5.
[M + H]+
[M + H]+ Calcd for C43H70NO12 792.4893
[M + Na]+
[M + Na]+ Calcd for C43H69NNaO12 814.4712
[M − H]−
[M − H]− Calcd for C43H68NO12 790.4747
Elemental analysis
Anal. Calcd for C43H69NO12: C, 65.21; H, 8.78; N, 1.77.

Weigh it out

Type any one amount. The others follow from the molar mass.

Names and synonyms

9 names
  • 15,19-Epoxy-3H-pyrido[2,1-c][1,4]oxaazacyclotricosine-1,7,20,21(4H,23H)-tetrone, 8-ethyl-5,6,8,11,12,13,14,15,16,17,18,19,24,25,26,26a-hexadecahydro-5,19-dihydroxy-3-[(1E)-2-[(1R,3R,4R)-4-hydroxy-3-methoxycyclohexyl]-1-methylethenyl]-14,16-dimethoxy-4,10,12,18-tetramethyl-, (3S,4R,5S,8R,9E,12S,14S,15R,16S,18R,19R,26aS)-
  • 15,19-Epoxy-3H-pyrido[2,1-c][1,4]oxaazacyclotricosine-1,7,20,21(4H,23H)-tetrone, 8-ethyl-5,6,8,11,12,13,14,15,16,17,18,19,24,25,26,26a-hexadecahydro-5,19-dihydroxy-3-[2-(4-hydroxy-3-methoxycyclohexyl)-1-methylethenyl]-14,16-dimethoxy-4,10,12,18-tetramethyl-, [3S-[3R*[E(1S*,3S*,4S*)],4S*,5R*,8S*,9E,12R*,14R*,15S*,16R*,18S*,19S*,26aR*]]-
  • (3S,4R,5S,8R,9E,12S,14S,15R,16S,18R,19R,26aS)-8-Ethyl-5,6,8,11,12,13,14,15,16,17,18,19,24,25,26,26a-hexadecahydro-5,19-dihydroxy-3-[(1E)-2-[(1R,3R,4R)-4-hydroxy-3-methoxycyclohexyl]-1-methylethenyl]-14,16-dimethoxy-4,10,12,18-tetramethyl-15,19-epoxy-3H-pyrido[2,1-c][1,4]oxaazacyclotricosine-1,7,20,21(4H,23H)-tetrone
  • FR 900520
  • L 683590
  • FR 520
  • FK 520
  • Immunomycin
  • Changchuanmycin

Work with Ascomycin

Predict the NMR spectrum1H and 13C shifts with multiplicities Make a solutionWhat to weigh for any molarity and volume Check drug-likenessLipinski, Veber and lead-likeness Isotope patternExact mass and the mass spectrum pattern

Stereoisomers, salts and isotopologues

The same compound in another form: other stereochemistry, a salt or hydrate, the free acid or base, or an isotope-labelled version.

Ascomycin104987-12-4

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Elsewhere

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