(+)-anymol

ID: ALA477832

Cas Number: 78148-59-1

PubChem CID: 1616126

Max Phase: Preclinical

Molecular Formula: C15H26O

Molecular Weight: 222.37

Molecule Type: Small molecule

Names and Identifiers

Synonyms: (+)-Anymol | (-)-epi-alpha-Bisabolol|(-)-Anymol|Anymol|78148-59-1|UNII-37VB7WIC8L|37VB7WIC8L|(-)-8-epi-alpha-Bisabolol|alpha-Bisabolol, (-)-epi-|(-)-(1'S,2R)-alpha-Bisabolol|(-)-(4S,8R)-epi-alpha-Bisabolol|epi-alpha-Bisabolol, (-)-(4S,8R)-|(2R)-6-methyl-2-[(1S)-4-methylcyclohex-3-en-1-yl]hept-5-en-2-ol|3-Cyclohexene-1-methanol, alpha,4-dimethyl-alpha-(4-methyl-3-penten-1-yl)-, (alphaR,1S)-|(R)-6-Methyl-2-((S)-4-methylcyclohex-3-en-1-yl)hept-5-en-2-ol|(+)-anymol|epi-.alpha.-Bisabolol|6-epi-.alphaShow More⌵

Canonical SMILES:  CC(C)=CCC[C@@](C)(O)[C@@H]1CC=C(C)CC1

Standard InChI:  InChI=1S/C15H26O/c1-12(2)6-5-11-15(4,16)14-9-7-13(3)8-10-14/h6-7,14,16H,5,8-11H2,1-4H3/t14-,15-/m1/s1

Standard InChI Key:  RGZSQWQPBWRIAQ-HUUCEWRRSA-N

Molfile:  

     RDKit          2D

 17 17  0  0  0  0  0  0  0  0999 V2000
   12.2393   -1.2385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9500   -0.8267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6648   -1.2385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6648   -2.0623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9500   -2.4742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2393   -2.0623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5246   -0.8267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8056   -0.4106    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1085   -1.5456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2806   -1.5456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8687   -2.2562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0408   -2.2562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6290   -2.9710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6290   -1.5456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3837   -2.4825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9406   -0.1077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7052   -1.8746    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  1  6  1  0
  7  8  1  1
  1  7  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
  7  9  1  0
  4 15  1  0
  7 16  1  0
  1 17  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA477832

   alpha-Bisabolol, (-)-epi-

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 222.37

Molecular Weight (Monoisotopic): 222.1984

AlogP: 4.23

#Rotatable Bonds: 4

Polar Surface Area: 20.23

Molecular Species: NEUTRAL

HBA: 1

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 1

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.91

CX LogD: 3.91

Aromatic Rings: ┄

Heavy Atoms: 16

QED Weighted: 0.71

Np Likeness Score: 2.81

References

1. Moura-Letts G, Villegas LF, Marçalo A, Vaisberg AJ, Hammond GB..  (2006)  In vivo wound-healing activity of oleanolic acid derived from the acid hydrolysis of Anredera diffusa.,  69  (6): [PMID:16792424] [10.1021/np0601152]

2. Corpas-López V, Morillas-Márquez F, Navarro-Moll MC, Merino-Espinosa G, Díaz-Sáez V, Martín-Sánchez J..  (2015)  (-)-α-Bisabolol, a Promising Oral Compound for the Treatment of Visceral Leishmaniasis.,  78  (6): [PMID:26076227] [10.1021/np5008697]

3. Yuan Y, Jin W, Nazir Y, Fercher C, Blaskovich MAT, Cooper MA, Barnard RT, Ziora ZM..  (2020)  Tyrosinase inhibitors as potential antibacterial agents.,  187  [PMID:31810785] [10.1016/j.ejmech.2019.111892]

Source

Source(1):

• Scientific Literature