2-((2R,4aR,8aS)-4a-Methyl-8-methylene-decahydro-naphthalen-2-yl)-propan-2-ol

ID: ALA88244

Chembl Id: CHEMBL88244

Cas Number: 473-15-4

PubChem CID: 91457

Product Number: E137606

Max Phase: Preclinical

Molecular Formula: C15H26O

Molecular Weight: 222.37

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Synonyms: Beta-Eudesmol | beta-Eudesmol|473-15-4|beta-Selinenol|Eudesm-4(14)-en-11-ol|CHEBI:10417|.beta.-Eudesmol|UNII-6R61524P48|(2R,4aR,8aS)-Decahydro-8-methylene-alpha,alpha,4a-trimethyl-2-naphthylmethanol|6R61524P48|.beta.-Selinenol|2-Naphthalenemethanol, decahydro-.alpha.,.alpha.,4a-trimethyl-8-methylene-, (2R,4aR,8aS)-|2-Naphthalenemethanol, decahydro-8-methylene-alpha,alpha,4a-trimethyl-, (2R-(2-alpha,4a-alpha,8a-beta)-|2-((2R,4aR,8aS)-4a-methyl-8-methylenedecahydronaphthalen-2-yl)propan-2-ol|2-[(2Show More

Canonical SMILES:  C=C1CCC[C@]2(C)CC[C@@H](C(C)(C)O)C[C@@H]12

Standard InChI:  InChI=1S/C15H26O/c1-11-6-5-8-15(4)9-7-12(10-13(11)15)14(2,3)16/h12-13,16H,1,5-10H2,2-4H3/t12-,13+,15-/m1/s1

Standard InChI Key:  BOPIMTNSYWYZOC-VNHYZAJKSA-N

Alternative Forms

  1. Parent:

Associated Targets(Human)

Raji (5516 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
TRPA1 Tclin Transient receptor potential cation channel subfamily A member 1 (1847 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Rattus norvegicus (775804 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Hepatocyte (2621 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Gpt Alanine aminotransferase (25 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Ileum (856 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Colletotrichum gloeosporioides (560 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Colletotrichum fragariae (147 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Colletotrichum acutatum (300 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Drosophila melanogaster (359 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

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 222.37Molecular Weight (Monoisotopic): 222.1984AlogP: 3.92#Rotatable Bonds: 1
Polar Surface Area: 20.23Molecular Species: NEUTRALHBA: 1HBD: 1
#RO5 Violations: HBA (Lipinski): 1HBD (Lipinski): 1#RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: CX LogP: 3.53CX LogD: 3.53
Aromatic Rings: Heavy Atoms: 16QED Weighted: 0.67Np Likeness Score: 2.80

References

1. Matsuda H, Shimoda H, Uemura T, Yoshikawa M..  (1999)  Preventive effect of sesquiterpenes from bay leaf on blood ethanol elevation in ethanol-loaded rat: structure requirement and suppression of gastric emptying.,  (18): [PMID:10509909] [10.1016/s0960-894x(99)00442-4]
2. Kiso Y, Tohkin M, Hikino H..  (1983)  Antihepatotoxic principles of Atractylodes rhizomes.,  46  (5): [PMID:6418860] [10.1021/np50029a010]
3. Konoshima T, Kozuka M, Tokuda H, Nishino H, Iwashima A, Haruna M, Ito K, Tanabe M..  (1991)  Studies on inhibitors of skin tumor promotion, IX. Neolignans from Magnolia officinalis.,  54  (3): [PMID:1659613] [10.1021/np50075a010]
4. Rivero-Cruz B, Rivero-Cruz I, Rodríguez JM, Cerda-García-Rojas CM, Mata R..  (2006)  Qualitative and quantitative analysis of the active components of the essential oil from Brickellia veronicaefolia by nuclear magnetic resonance spectroscopy.,  69  (8): [PMID:16933870] [10.1021/np060180b]
5. Tabanca N, Demirci B, Crockett SL, Başer KH, Wedge DE..  (2007)  Chemical composition and antifungal activity of Arnica longifolia, Aster hesperius, and Chrysothamnus nauseosus essential oils.,  55  (21): [PMID:17894463] [10.1021/jf071379c]
6. Chu SS, Jiang GH, Liu ZL..  (2011)  Insecticidal compounds from the essential oil of Chinese medicinal herb Atractylodes chinensis.,  67  (10): [PMID:21520395] [10.1002/ps.2180]
7. Ramos Alvarenga RF, Wan B, Inui T, Franzblau SG, Pauli GF, Jaki BU..  (2014)  Airborne antituberculosis activity of Eucalyptus citriodora essential oil.,  77  (3): [PMID:24641242] [10.1021/np400872m]
8. Nuutinen T..  (2018)  Medicinal properties of terpenes found in Cannabis sativa and Humulus lupulus.,  157  [PMID:30096653] [10.1016/j.ejmech.2018.07.076]

Source