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Basic information
- CAS
477-43-0- Standard SMILES
C=C1CC[C@H]2C(=C)CC[C@H]3C(=C)C(=O)O[C@@H]3[C@@H]12- InChIKey
NETSQGRTUNRXEO-XUXIUFHCSA-N- Molecular formula
- C15H18O2
- Average molar mass
- 230.3 g/mol
- Monoisotopic mass
- 230.13067981
Names & identifiers
- Preferred name
- (-)-Dehydrocostus lactone
- IUPAC
- (3aS,6aR,9aR,9bS)-3,6,9-trimethylidene-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-2-one
- English name
- Dehydrocostus lactone
- Molecular formula
- C15H18O2
- Molecular weight
- 230.3
Names & synonyms
Dehydrocostus lactone477-43-0(-)-dehydrocostus lactoneDTXSID8089155471TRF5K040CHEBI:244418DEHYDROCOSTUS LACTONE, (-)-(3aS,6aR,9aR,9bS)-3,6,9-trimethylidene-3a,4,5,6a,7,8,9a,9b-octahydroazuleno[4,5-b]furan-2-one(3aR,6aS,9aS,9bR)-3,6,9-tris(methylidene)octahydroazuleno[4,5-b]furan-2,8(3H,4H)-dioneAzuleno(4,5-b)furan-2(3H)-one, decahydro-3,6,9-tris(methylene)-, (3aS-(3aalpha,6aalpha,9aalpha,9bbeta))-(3aR,6aS,9aS,9bR)-3,6,9-tris(methylidene)octahydroazuleno(4,5-b)furan-2,8(3H,4H)-dione(3aS,6aR,9aR,9bS)-3,6,9-trimethylidene-3a,4,5,6a,7,8,9a,9b-octahydroazuleno(4,5-b)furan-2-one
Show more names
DEHYDROCOSTUNOLIDEehydrocostuslactonedehydrocostiolactoneCostus lactone, dehydro-Dehydrocostus lactone-RMDEHYDROCOSTUS LACTONE hplcDehydrocostus lactone, >=98%Dehydrocostuslactone Standard
RefChem:34575DTXCID301030647dehydrocostuslactoneEpiligulyl oxide(-)-dehydrocostuslactoneMFCD00210277(3aS,6aR,9aR,9bS)-3,6,9-trimethylenedecahydroazuleno[4,5-b]furan-2(3H)-one(3aS,6aR,9aR,9bS)-decahydro-3,6,9-tris(methylene)azuleno[4,5-b]furan-2(3H)-one
Properties
Computed structural propertiesFilling in
- XLogP
- 2.6
- Topological polar surface area
- 26.3 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 0
- Heavy atoms
- 17
- Formal charge
- 0
- Complexity
- 432
Physicochemical properties
- Melting point
- 57 to · 57.0 to 61.0 °C
- Boiling point
- 140 · 140-143 °C(Press: 0.5 Torr)
- Density
- 1.09 · 1.09
- storage temp.
- -20 °C · Sealed in dry,Store in freezer, under -20°C
- solubility
- Chloroform (Slightly), Ethyl Acetate (Slightly)
- form
- Solid
- color
- White to Off-White
- Odor
- nutty
- optical activity
- -14 · [α]/D -14.0±3.0°, c = 1 in chloroform
- λmax
- 206 nm · 206nm(MeOH)(lit.)
- InChI
- InChI=1S/C15H18O2/c1-8-4-7-12-10(3)15(16)17-14(12)13-9(2)5-6-11(8)13/h11-14H,1-7H2/t11-,12-,13-,14-/m0/s1
- InChIKey
- NETSQGRTUNRXEO-XUXIUFHCSA-N
- SMILES
- O1C(=O)C(=C)[C@]2([H])CCC(=C)[C@@]3([H])[C@@]([H])([C@@]12[H])C(=C)CC3
- LogP
- 1.48 · 1.480 (est)
- CAS DataBase Reference
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- wgk
- WGK 3
- hs_code
- 29322090
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- safety_code
- 24/25
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H317
- Hazard Classifications
- Skin Sens. 1
- Precautionary statements
- P261-P272-P280-P302+P352-P333+P313-P362+P364
Chemistry & industry
Applications
DescriptionDehydrocostus lactone is a natural sesquiterpene first isolated from costus root, which is used in traditional medicine. Dehydrocostus lactone has diverse anti-cancer properties in cells and animal models, causing cell cycle arrest, inducing apoptosis, diminishing multidrug resistance, and suppressing angiogenesis in cancer cells. It also has anti-inflammatory actions in cells, including the inhibition of signaling through STAT1 and STAT3.
DescriptionA guaianolide sesquiterpene lactone extracted from costus oil. Dehydrocostuslactone is one of the components of lactone-mix, with costunolide and alantolactone, used to detect Compositae-sensitive patients.
UsesDehydrocostus lactone is the oil extracted from Saussurea lappa is used in perfumery and in the Orient for all kinds of diseases.
UsesDehydrocostus Lactone is a compound known to be a growth regulator in plants. Known to affect cell viability and cell cycle distribution it may be useful in the application towards drug-resistant tumors.
Suppliers100 total
北京华美互利生物化工010-56205725 · [email protected]
成都普瑞法科技开发有限公司+86-028-82633397 18982077548 · [email protected]
南京普怡生物科技有限公司13814510036 · [email protected]
成都埃法生物科技有限公司028-028-85142057 19983342022 · [email protected]
合肥翰刚医药科技有限公司+8618062405514 · [email protected]
广州隽沐生物科技股份有限公司020-36607679; 13502246435 · [email protected]
成都市久鼎化学技术有限公司18584079237 · [email protected]
Related reactions
0 records
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Compound notes
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