(6Z,10Z)-6,10-dimethyl-3-methylidene-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-2-one
COSTUNDIDE · costunolid · Costunlide · CUSTUNOLIDE · (3aS,6E,10E,11aR)-6,10-Dimethyl-3-methylene-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-2(3H)-one · Costulide · NSC 106404 · costunoide
![(6Z,10Z)-6,10-dimethyl-3-methylidene-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-2-one 분자 구조식](/img/chemical/5367559.png)
식별자 및 물리적 특성
| CAS No. | 553-21-9 |
|---|---|
| 분자식 | C15H20O2 |
| 평균 분자량 | 232.32 g/mol |
| 단동위원소 질량 | 232.14632988 g/mol |
| SMILES | C=C1C(=O)OC2/C=C(/C)CC/C=C(/C)CCC12 |
| InChIKey | HRYLQFBHBWLLLL-GYIATTAWSA-N |
| PubChem CID | 5367559 |
화학 및 물리적 성질
| XLogP | 2.1 |
|---|---|
| 극성 표면적 | 26.3 |
| 수소 결합 공여자 수 | 0 |
| 수소 결합 수용자 수 | 2 |
| 회전 가능 결합 수 | 0 |
| 무거운 원자 수 | 17 |
| 형식 전하 | 0 |
| 복잡도 | 401 |
| 끓는 점 | 205.00 to 211.00 °C. @ 13.00 mm Hg385.4±42.0 °C(Predicted) |
| 녹는점 | 106 - 107 °C106-107 °C |
| Physical Description | Solid |
| 밀도 | 1.03±0.1 g/cm3(Predicted) |
| 저장 조건 | -20°C |
| 용해도 | DMSO: 가용성10mg/mL(투명 용액) |
| 물리적 상태 | 가루 |
| 색상 | 흰색에서 베이지색 |
| InChI | InChI=1S/C15H20O2/c1-10-5-4-6-11(2)9-14-13(8-7-10)12(3)15(16)17-14/h5,9,13-14H,3-4,6-8H2,1-2H3/b10-5+,11-9+/t13-,14+/m0/s1 |
| InChIKey | HRYLQFBHBWLLLL-GRFSRWIASA-N |
| SMILES | O1C(=O)C(=C)[C@]2([H])CCC(C)=CCCC(C)=C[C@@]12[H] |t:10,15| |
| LogP(분배 계수) | 4.049 (est) |
| NIST | Germacra-1(10),4,11(13)-trien-12-oic acid, 6«alpha»-hydroxy-, «gamma»-lactone, (e,e)-(553-21-9) |
화학적 성질
White crystalline powder, soluble in chloroform, derived from woodsy, Inula magnifica, Kerria japonica, Malachite.
안전 및 규제
| 수질 위해 등급(WGK) | 3 |
|---|---|
| 관세 코드 | 29322090 |
| 위험 문구(R) | 36/37/38 |
| 위험 표시 | Xi |
| 안전 문구(S) | 26-24/25 |
| 위험 등급 | Skin Sens. 1 |
| 저장 분류 | 11 - Combustible Solids |
용도
개요
Costunolide is a germacranolide sesquiterpene lactone extracted from costus oil. With alantolactone and dehydrocostuslactone, it is a component of lactone mix used to elicit reactions in Compositae-sensitive patients. An erythema-multiform-like occupational contact dermatitis case occurred in a chemistry student after accidental exposure to costus oil (CJ Le Coz & JP Lepoittevin, unpublished results).
용도
Costunolide is the oil extracted from Saussurea lappa is used in perfumery and in the Orient for all kinds of diseases.
일반 설명
Costunolide has anti-ulcer and antipyretic properties. It inhibits the cellular proliferation of melanin, human lamin-B by farnesyl-protein transferase (FPTase) and protein tyrosine phosphatase 1B (hPTP1B). Costunolide has strong larvicidal activity against A.albopictus. It inhibits the expression of inducible nitric oxide synthase and DNA-binding activity of nuclear factor kappa B subunit (NF-κB). It might function as a natural herbicide.