(3aR,5aS,9aS,9bR)-3a,6,6,9a-tetramethyl-dodecahydronaphtho[2,1-b]furan-2-one

• ChemBase ID: 72980
• Molecular Formular: C16H26O2
• Molecular Mass: 250.37644
• Monoisotopic Mass: 250.19328007
• SMILES: [C@H]12[C@@](CC[C@@H]3[C@@]1(CCCC3(C)C)C)(OC(=O)C2)C
• Canonical SMILES: O=C1C[C@H]2[C@@](O1)(C)CC[C@@H]1[C@]2(C)CCCC1(C)C
• InChI: InChI=1S/C16H26O2/c1-14(2)7-5-8-15(3)11(14)6-9-16(4)12(15)10-13(17)18-16/h11-12H,5-10H2,1-4H3/t11-,12+,15-,16+/m0/s1
• InChIKey: IMKJGXCIJJXALX-SHUKQUCYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3aR,5aS,9aS,9bR)-3a,6,6,9a-tetramethyl-dodecahydronaphtho[2,1-b]furan-2-one
• IUPAC Traditional name: sclareolide
• Synonyms: Norambreinolide; Sclareolide; (3aR,5aS,9aS,9bR)-3a,6,6,9a-tetramethyldecahydronaphtho[2,1-b]furan-2(3aH)-one; (3aR)-(+)-Sclareolide; 香紫苏内酯

Database IDs

• CAS Number: 564-20-5
• EC Number: 209-269-0
• MDL Number: MFCD00134168
• PubChem SID: 24861957; 162037900
• PubChem CID: 61129; 929262
• FEMA ID: 3794
• Unique Ingredient Identifier: 37W4O0O6E6
• Wikipedia Title: Sclareolide
• Flavis Number: 16.055

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 3.601604
• LogD (pH = 7.4): 3.601604
• Log P: 3.601604
• Molar Refractivity: 71.1553 cm^3
• Polarizability: 28.77548 Å^3
• Polar Surface Area: 26.3 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 124-126 °C(lit.)
• Optical Rotation: [α]20/D +47°, c = 2% in chloroform

Safety Information

• Storage Condition: -20°C
• German water hazard class: 2
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 97%
• Salt Data: Free Base
• Empirical Formula (Hill Notation): C16H26O2
• Classification: Genuine Natural Compounds

DETAILS

Selleck Chemicals - S2355

Research Area: Cancer
Biological Activity:
Sclareolide(Norambreinolide) is a sesquiterpene lactone natural product derived from various plant sources including Salvia sclarea, Salvia yosgadensis, and cigar tobacco. It is a close analog of sclareol, a plant antifungal compound. It is used as a fragrance in cosmetics and has been more recently marketed as a weight loss supplement, though there is no clinical evidence to support this effect. [1]

Sigma Aldrich - 358002

Packaging
5 g in glass bottle

Sigma Aldrich - W379401

Packaging
1 kg in poly bottle
25, 100 g in poly bottle

REFERENCES

• http://en.wikipedia.org/wiki/Sclareolide