chempirical

Andrographolide

C20H30O5CAS 5508-58-7350.46 g/mol

Open in Covalent MOL file
OHOHOOOH
AlcoholAlkeneEsterLactone

Properties

Molecular formula
C20H30O5
Molar mass
350.46 g/mol
Exact mass
350.2093 Da
Density
1.2317 g/mL (at 21 °C)
Melting point
218 °C (decomposes)
logP
1.96Crippen estimate
Polar surface area
87.0 Ų
H-bond donors / acceptors
3 / 5
Rotatable bonds
3
Stereocentres
S, R, R, S, R, Sin SMILES atom order
Double bonds
EE/Z, in SMILES order

Hazards

Warning
Irritant (GHS07)

Aggregated from 31 ECHA notifications, via PubChem; a share says how many notifiers assign that statement.

Precautionary statements

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, P501

Identifiers

CAS number
5508-58-7
SMILES
C=C1CC[C@@H]2[C@](C)(CO)[C@H](O)CC[C@@]2(C)[C@@H]1C/C=C1/C(=O)OC[C@H]1O
InChIKey
BOJKULTULYSRAS-OTESTREVSA-N
InChI
InChI=1S/C20H30O5/c1-12-4-7-16-19(2,9-8-17(23)20(16,3)11-21)14(12)6-5-13-15(22)10-25-18(13)24/h5,14-17,21-23H,1,4,6-11H2,2-3H3/b13-5+/t14-,15-,16+,17-,19+,20+/m1/s1

Weigh it out

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

Names and synonyms

8 names
  • 2(3H)-Furanone, 3-[2-[(1R,4aS,5R,6R,8aS)-decahydro-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylene-1-naphthalenyl]ethylidene]dihydro-4-hydroxy-, (3E,4S)-
  • 5β,9βH,10α-Labda-8(20),12-dien-16-oic acid, 3α,14,15,18-tetrahydroxy-, γ-lactone
  • 2(3H)-Furanone, 3-[2-[decahydro-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylene-1-naphthalenyl]ethylidene]dihydro-4-hydroxy-, [1R-[1α[E(S*)],4aβ,5α,6α,8aα]]-
  • Andrographis
  • (3E,4S)-3-[2-[(1R,4aS,5R,6R,8aS)-Decahydro-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylene-1-naphthalenyl]ethylidene]dihydro-4-hydroxy-2(3H)-furanone
  • Andrographolid
  • 3-Dehydroandrographolide or 19-dehydroandrographolide? p. 1388
  • Andrographiside aglycon

Work with Andrographolide

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

Similar compounds

Dehydroandrographolide134418-28-368 % similar Deoxyandrographolide4176-97-066 % similar 14-Deoxy-11,12-dehydroandrographolide42895-58-956 % similar Hederagenin465-99-637 % similar Soyasapogenol B595-15-337 % similar Gymnemagenin22467-07-837 % similar Neoandrographolide27215-14-136 % similar Rotundic acid20137-37-533 % similar

Tanimoto similarity of circular fingerprints over the whole catalogue. All similar compounds

Same formula

17-Hydroxyisolathyrol93551-00-9

Elsewhere

PubChem CAS Common Chemistry NIST WebBook Wikipedia