Your company account is blocked and you cannot place orders. If you have questions, please contact your company administrator.

macrocarpal C

ID: ALA466994

Cas Number: 142628-53-3

PubChem CID: 454459

Max Phase: Preclinical

Molecular Formula: C28H38O5

Molecular Weight: 454.61

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Synonyms: Macrocarpal C | Macrocarpal C|142628-53-3|5-((1R)-1-((11S)-3,3,11-trimethyl-7-methylenetricyclo(6.3.0.0(2,4))undec-11-yl)-3-methylbutyl)-2,4,6-trihydroxybenzene-1,3-dicarbaldehyde|Macrocarpal C/G|SCHEMBL136282|CHEMBL466994|DTXSID50162107|CHEBI:175636|HY-N3344|AKOS032948488|FS-10349|CS-0023946|5-[(1R)-1-((11S)-3,3,11-trimethyl-7-methylenetricyclo[6.3.0.0<2,4>]undec-11-yl)-3-methylbutyl]-2,4,6-trihydroxybenzene-1,3-dicarbaldehyde|5-[(1R)-1-[(1aR,4aR,7S,7aR,7bR)-1,1,7-trimethyl-4-methylene-1a,2,3,4Show More

Canonical SMILES:  C=C1CC[C@@H]2[C@H]([C@H]3[C@H]1CC[C@]3(C)[C@@H](CC(C)C)c1c(O)c(C=O)c(O)c(C=O)c1O)C2(C)C

Standard InChI:  InChI=1S/C28H38O5/c1-14(2)11-20(21-25(32)17(12-29)24(31)18(13-30)26(21)33)28(6)10-9-16-15(3)7-8-19-23(22(16)28)27(19,4)5/h12-14,16,19-20,22-23,31-33H,3,7-11H2,1-2,4-6H3/t16-,19+,20-,22+,23+,28+/m0/s1

Standard InChI Key:  IEWHEHWXBLPFER-HUCVFKCKSA-N

Molfile:  

     RDKit          2D

 37 40  0  0  0  0  0  0  0  0999 V2000
   -3.9306   -4.1041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9318   -4.9315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2169   -5.3444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5005   -4.9310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5034   -4.1005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2187   -3.6914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2212   -2.8664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5080   -2.4517    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6452   -3.6918    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6466   -5.3434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3607   -4.9304    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2171   -6.1694    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7854   -5.3424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7841   -6.1674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0699   -4.9257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0242   -3.5917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5312   -4.2425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2738   -4.6945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2486   -3.8730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4123   -3.3748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2116   -3.5771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5463   -4.3306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8583   -5.7208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1696   -5.0665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3595   -5.2324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9082   -5.8510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4875   -6.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3125   -6.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0690   -6.5788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0677   -7.4038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3551   -6.1652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9625   -4.8458    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4417   -5.4417    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2542   -3.0458    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4375   -4.2750    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7904   -3.6853    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2492   -2.5661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  9  1  0
 18 19  1  0
  4  5  1  0
 19 20  1  0
 18 25  1  0
  2 10  1  0
 20 21  1  0
  2  3  1  0
 21 22  1  0
 24 22  1  0
 10 11  2  0
 15 23  1  6
 25 24  1  0
 26 25  1  0
 24 26  1  0
  5  6  2  0
  3 12  1  0
  6  1  1  0
  4 13  1  0
 26 27  1  0
  1  2  2  0
 26 28  1  0
 13 14  1  1
 14 29  1  0
  6  7  1  0
 29 30  1  0
 13 15  1  0
 29 31  1  0
 15 18  1  0
 24 32  1  6
  3  4  2  0
 25 33  1  6
  7  8  2  0
 19 34  1  6
 19 16  1  0
 18 35  1  1
 16 17  1  0
  5 36  1  0
 17 15  1  0
 20 37  2  0
M  END

Alternative Forms

  1. Parent:

    ALA466994

    MACROCARPAL C

Associated Targets(non-human)

Prevotella intermedia (369 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Capnocytophaga ochracea (15 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Fusobacterium nucleatum (386 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Streptococcus mutans (2687 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Streptococcus sobrinus (228 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Actinomyces viscosus (309 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Porphyromonas gingivalis (651 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Prevotella melaninogenica (262 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: YesOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

The page will load shortly, Thanks for your patience!
MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

The page will load shortly, Thanks for your patience!
Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 454.61Molecular Weight (Monoisotopic): 454.2719AlogP: 6.21#Rotatable Bonds: 6
Polar Surface Area: 94.83Molecular Species: NEUTRALHBA: 5HBD: 3
#RO5 Violations: 1HBA (Lipinski): 5HBD (Lipinski): 3#RO5 Violations (Lipinski): 1
CX Acidic pKa: 6.68CX Basic pKa: CX LogP: 8.60CX LogD: 7.68
Aromatic Rings: 1Heavy Atoms: 33QED Weighted: 0.35Np Likeness Score: 2.12

References

1. Osawa K, Yasuda H, Morita H, Takeya K, Itokawa H..  (1996)  Macrocarpals H, I, and J from the Leaves of Eucalyptus globulus.,  59  (9): [PMID:8864235] [10.1021/np9604994]
2. Yu Y, Gan LS, Yang SP, Sheng L, Liu QF, Chen SN, Li J, Yue JM..  (2016)  Eucarobustols A-I, Conjugates of Sesquiterpenoids and Acylphloroglucinols from Eucalyptus robusta.,  79  (5): [PMID:27142786] [10.1021/acs.jnatprod.6b00090]

Source