| Identification | Back Directory | [Name]
dendrobine | [CAS]
2115-91-5 | [Synonyms]
Dendrobine 1%
Dendroban-12-one
12-Oxodendrobane
Dendrobine 2115-91-5
From Dendrobium nobile
Dendrobine
Dendroban-12-one
(3α,6α,7R,8S,9R,10α,11α)-Dendrobane-12-one
Dendrobine, 98%, from Dendrobium nobile Lindl
7,5-(EpoxyMethano)-1H-cyclopent[cd]indol-9-one,decahydro-1,7b-diMethyl-6-(1-Methylethyl)-, (2aS,4aS,5R,6S,7R,7aS,7bR)- | [Molecular Formula]
C16H25NO2 | [MDL Number]
MFCD17676142 | [MOL File]
2115-91-5.mol | [Molecular Weight]
263.38 |
| Chemical Properties | Back Directory | [Melting point ]
135-136℃ | [Boiling point ]
375℃ | [density ]
1.101 | [Fp ]
133℃ | [storage temp. ]
4°C, protect from light | [solubility ]
≥60mg/ml in MeOH | [form ]
Powder | [pka]
9.49±0.60(Predicted) | [color ]
White to yellow | [InChI]
InChI=1S/C16H25NO2/c1-8(2)11-12-10-6-5-9-7-17(4)14(16(9,10)3)13(11)19-15(12)18/h8-14H,5-7H2,1-4H3/t9-,10+,11+,12-,13-,14-,16+/m1/s1 | [InChIKey]
RYAHJFGVOCZDEI-UFFNCVEVSA-N | [SMILES]
N1(C)[C@@]2([H])[C@]3(C)[C@@]([H])(CC[C@]3([H])C1)[C@@]1([H])C(=O)O[C@]2([H])[C@H]1C(C)C |
| Hazard Information | Back Directory | [Description]
Dendrobine is a sesquiterpenoid that has been found in D. nobile and has anticancer activity.1,2 It decreases viability of A549 cells when used at concentrations ranging from 2.5 to 15 μg/ml.2 It induces apoptosis in A549 cells when used at concentrations ranging from 1 to 10 μg/ml, as well as increases JNK phosphorylation and sensitizes A549 cells to cisplatin (Item No. 13119) at 10 μg/ml. Dendrobine (50 mg/kg per day) reduces tumor growth in an A549 mouse xenograft model with an additive effect when used in combination with cisplatin. | [Chemical Properties]
It is easily soluble in ether and chloroform, but hardly soluble in ethanol and water. It is an active ingredient extracted from Dendrobium and its bark. | [Uses]
Dendrobine is an alkaloid isolated from Dendrobium nobile and is an antagonist of β-alanine, taurine and of presynaptic inhibition in the frog spinal cord. | [Definition]
ChEBI: Dendrobine is a member of indoles. | [in vivo]
Dendrobine (25 mg/kg, ip for 14 days) exhibits antitumor efficacy in A549 xenograft mouse models[2].
Dendrobine (20 mg/kg, po for 20 days) ameliorates gestational diabetes mellitus (GDM) in mouse models[5]. | Animal Model: | A549 xenograft BALB/c mouse models[2] | | Dosage: | 25 mg/kg | | Administration: | ip for 14 days | | Result: | Inhibited tumor growth. |
| Animal Model: | GDM mouse models[5] | | Dosage: | 20 mg/kg | | Administration: | po for 20 days | | Result: | Improved glucose and insulin tolerance, reduced Th17 cells in the spleen of GDM mice. |
| [References]
[1] CHUN-WANG MENG. Picrotoxane sesquiterpenoids from the stems of Dendrobium nobile and their absolute configurations and angiogenesis effect[J]. Fitoterapia, 2017, 121: Pages 206-211. DOI: 10.1016/j.fitote.2017.07.017
[2] TIAN-HE SONG . Dendrobine targeting JNK stress signaling to sensitize chemotoxicity of cisplatin against non-small cell lung cancer cells in vitro and in vivo[J]. Phytomedicine, 2019, 53: Pages 18-27. DOI: 10.1016/j.phymed.2018.06.018 |
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