(1S,2R,4R,5S,7S,11S,12S,15R,16S)-15-[(2S,3R,4R,5R)-3,4-dihydroxy-5,6-dimethylheptan-2-yl]-4,5-dihydroxy-2,16-dimethyl-9-oxatetracyclo[9.7.0.02,7.012,16]octadecan-8-one

• ChemBase ID: 134006
• Molecular Formular: C28H48O6
• Molecular Mass: 480.67712
• Monoisotopic Mass: 480.34508926
• SMILES: C[C@@H]([C@H]1CC[C@@H]2[C@@]1(CC[C@H]1[C@H]2COC(=O)[C@@H]2[C@@]1(C[C@H]([C@H](C2)O)O)C)C)[C@H]([C@@H]([C@H](C)C(C)C)O)O
• Canonical SMILES: O[C@H]([C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2COC(=O)[C@@H]2[C@]1(C)C[C@@H](O)[C@H](C2)O)C)[C@@H]([C@@H](C(C)C)C)O
• InChI: InChI=1S/C28H48O6/c1-14(2)15(3)24(31)25(32)16(4)18-7-8-19-17-13-34-26(33)21-11-22(29)23(30)12-28(21,6)20(17)9-10-27(18,19)5/h14-25,29-32H,7-13H2,1-6H3/t15-,16+,17+,18-,19+,20+,21-,22+,23-,24-,25-,27-,28-/m1/s1
• InChIKey: IXVMHGVQKLDRKH-QHBHMFGVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,4R,5S,7S,11S,12S,15R,16S)-15-[(2S,3R,4R,5R)-3,4-dihydroxy-5,6-dimethylheptan-2-yl]-4,5-dihydroxy-2,16-dimethyl-9-oxatetracyclo[9.7.0.0^2,^7.0^1^2,^1^6]octadecan-8-one
• IUPAC Traditional name: 24-epi-brassinolide
• Synonyms: 22R,23R,24R-2α,3α,22,23-Tetrahydroxy-B-homo-7-oxa-5α-ergostan-6-one; Epibrassinolide

Database IDs

• CAS Number: 78821-43-9
• MDL Number: MFCD00133310
• PubChem SID: 162228283; 24894426
• PubChem CID: 443055

CALCULATED PROPERTIES

• Acid pKa: 13.453601
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): 3.1300669
• LogD (pH = 7.4): 3.1300664
• Log P: 3.1300669
• Molar Refractivity: 130.4066 cm^3
• Polarizability: 52.64235 Å^3
• Polar Surface Area: 107.22 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥85%