Actinomycin D

C₆₂H₈₆N₁₂O₁₆CAS 50-76-01255.44 g/mol

Open in Covalent MOL file

Amide Ester Lactam Lactone Primary amine

Properties

Molecular formula: C₆₂H₈₆N₁₂O₁₆
Molar mass: 1255.44 g/mol
Exact mass: 1254.6285 Da
Melting point: 241.5–243 °C
pKa: 11.9
Water solubility: soluble
logP: 0.73Crippen estimate
Polar surface area: 360.0 Å²
H-bond donors / acceptors: 5 / 18
Rotatable bonds: 8
Stereocentres: R, S, R, S, S, S, R, S, S, Rin SMILES atom order

Hazards

Danger

H300 Fatal if swallowed100% of notifiers
H350 May cause cancer78.4% of notifiers
H360 May damage fertility or the unborn child76.8% of notifiers

Aggregated from 194 ECHA notifications, via PubChem; a share says how many notifiers assign that statement.

Precautionary statements

P203, P264, P270, P280, P301+P316, P318, P321, P330, P405, P501

Identifiers

CAS number

50-76-0

SMILES

C[C@@H]1[C@@H](C(=O)N[C@@H](C(=O)N2CCC[C@H]2C(=O)N(CC(=O)N([C@H](C(=O)O1)C(C)C)C)C)C(C)C)NC(=O)C3=C4C(=C(C=C3)C)OC5=C(C(=O)C(=C(C5=N4)C(=O)N[C@H]6[C@H](OC(=O)[C@@H](N(C(=O)CN(C(=O)[C@@H]7CCCN7C(=O)[C@H](NC6=O)C(C)C)C)C)C(C)C)C)N)C

InChIKey

RJURFGZVJUQBHK-IIXSONLDSA-N

InChI

InChI=1S/C62H86N12O16/c1-27(2)42-59(84)73-23-17-19-36(73)57(82)69(13)25-38(75)71(15)48(29(5)6)61(86)88-33(11)44(55(80)65-42)67-53(78)35-22-21-31(9)51-46(35)64-47-40(41(63)50(77)32(10)52(47)90-51)54(79)68-45-34(12)89-62(87)49(30(7)8)72(16)39(76)26-70(14)58(83)37-20-18-24-74(37)60(85)43(28(3)4)66-56(45)81/h21-22,27-30,33-34,36-37,42-45,48-49H,17-20,23-26,63H2,1-16H3,(H,65,80)(H,66,81)(H,67,78)(H,68,79)/t33-,34-,36+,37+,42-,43-,44+,45+,48+,49+/m1/s1

Characterization data

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

¹H NMR

Predicted ¹H NMR (400 MHz, CDCl₃) δ 7.45 (d, J = 7.7 Hz, 1H), 6.56 (d, J = 7.7 Hz, 1H), 5.90 (br d, J = 5.0 Hz, 1H), 5.90 (br d, J = 5.0 Hz, 1H), 5.90 (br d, J = 5.0 Hz, 1H), 5.90 (br d, J = 5.0 Hz, 1H), 5.52 (quint, J = 7.0 Hz, 1H), 5.52 (quint, J = 7.0 Hz, 1H), 5.13 (dd, J = 7.0, 5.0 Hz, 1H), 5.13 (dd, J = 7.0, 5.0 Hz, 1H), 4.85 (d, J = 7.0 Hz, 1H), 4.85 (d, J = 7.0 Hz, 1H), 4.73 (dd, J = 7.0, 5.0 Hz, 1H), 4.73 (dd, J = 7.0, 5.0 Hz, 1H), 4.26 (t, J = 7.0 Hz, 1H), 4.26 (t, J = 7.0 Hz, 1H), 4.04 (s, 2H), 4.04 (s, 2H), 3.60 (br s, 2H), 3.41 (t, J = 7.0 Hz, 2H), 3.41 (t, J = 7.0 Hz, 2H), 2.85 (s, 3H), 2.85 (s, 3H), 2.85 (s, 3H), 2.85 (s, 3H), 2.35 (s, 3H), 2.16 (q, J = 7.0 Hz, 2H), 2.16 (q, J = 7.0 Hz, 2H), 2.08 (m, J = 7.0 Hz, 1H), 2.08 (m, J = 7.0 Hz, 1H), 2.08 (m, J = 7.0 Hz, 1H), 2.08 (m, J = 7.0 Hz, 1H), 1.91 (quint, J = 7.0 Hz, 2H), 1.91 (quint, J = 7.0 Hz, 2H), 1.71 (s, 3H), 1.26 (d, J = 7.0 Hz, 3H), 1.26 (d, J = 7.0 Hz, 3H), 0.86 (d, J = 7.0 Hz, 6H), 0.86 (d, J = 7.0 Hz, 6H), 0.86 (d, J = 7.0 Hz, 6H), 0.86 (d, J = 7.0 Hz, 6H).

¹³C NMR

Predicted ¹³C NMR (101 MHz, CDCl₃) δ 191.7, 172.4, 172.4, 172.1, 172.1, 171.6, 171.6, 171.6, 171.6, 171.6, 171.6, 168.0, 166.8, 166.3, 156.7, 156.2, 150.7, 141.2, 132.3, 127.0, 123.2, 122.5, 109.2, 97.2, 74.6, 74.6, 73.0, 73.0, 67.0, 67.0, 63.1, 63.1, 60.5, 60.5, 54.1, 54.1, 44.8, 44.8, 35.4, 35.4, 33.5, 33.5, 29.4, 29.4, 26.3, 26.3, 25.8, 25.8, 23.1, 23.1, 19.8, 17.2, 16.9, 16.9, 16.2, 16.2, 13.6, 13.6.

[M + H]+

[M + H]+ Calcd for C62H87N12O16 1255.6358

[M + Na]+

[M + Na]+ Calcd for C62H86N12NaO16 1277.6177

[M − H]−

[M − H]− Calcd for C62H85N12O16 1253.6212

Elemental analysis

Anal. Calcd for C62H86N12O16: C, 59.32; H, 6.91; N, 13.39.

Weigh it out

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

Names and synonyms

1 name

Dactinomycin

Work with Actinomycin D

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

Elsewhere

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