(-)-drupacine

Modify Date: 2026-07-01 19:20:17

(-)-drupacine Structure
(-)-drupacine structure
 Common Name (-)-drupacine
CAS Number 49686-57-9 Molecular Weight 331.36
Density 1.5±0.1 g/cm3 Boiling Point 499.4±45.0 °C at 760 mmHg
Molecular Formula C18H21NO5 Melting Point N/A
MSDS N/A Flash Point 255.8±28.7 °C

 Use of (-)-drupacine


Drupacine is a natural product, that can be isolated from Cephalotaxus harringtonia. Drupacine shows nematotoxicity and anticancer activity[1][2].

 Names

This table lists Chinese names, IUPAC names and various aliases of this chemical substance.

Name (1S,2R,3aS,9R,14bS)-2-methoxy-1,2,3,5,6,8,9,14b-octahydro-4H-2,9-epoxy[1,3]dioxolo[4',5':4,5]benzo[1,2-d]cyclopenta[b]pyrrolo[1,2-a]azepin-1-ol
Synonym More Synonyms

 (-)-drupacine Biological Activity

This table contains bioactivity, target information and biological‑assay experimental data of this compound.

Description Drupacine is a natural product, that can be isolated from Cephalotaxus harringtonia. Drupacine shows nematotoxicity and anticancer activity[1][2].
Related Catalog
References

[1]. Li Y, et al. Preparation of Stereo-Divergent Compounds from the Natural Product Drupacine Based on Complexity-to-Diversity Strategy. Chem Biodivers. 2023 Jun;20(6):e202300263.  

[2]. Wen Y, et al. Nematotoxicity of drupacine and a Cephalotaxus alkaloid preparation against the plant-parasitic nematodes Meloidogyne incognita and Bursaphelenchus xylophilus. Pest Manag Sci. 2013 Sep;69(9):1026-33.  

 Chemical & Physical Properties

This table shows physicochemical parameters including melting point, boiling point, density, solubility and optical rotation. Missing data is marked as N/A.

Density 1.5±0.1 g/cm3
Boiling Point 499.4±45.0 °C at 760 mmHg
Molecular Formula C18H21NO5
Molecular Weight 331.36
Flash Point 255.8±28.7 °C
Exact Mass 331.141968
PSA 60.39000
LogP 2.72
Vapour Pressure 0.0±1.3 mmHg at 25°C
Index of Refraction 1.684
InChIKey KYTDBKDWDOVRLJ-FLXSYLCISA-N
SMILES COC12CC34CCCN3CC(O1)c1cc3c(cc1C4C2O)OCO3

 Synonyms

This table collects all English aliases, systematic names and CAS‑related synonyms of the compound.

(2β,11α)-1,2-Dihydro-2,11-epoxycephalotaxine
drupacine

 (-)-drupacine | FAQ

This section contains frequently‑asked‑questions about this compound, including basic parameters, properties, storage conditions and corresponding answers.

Q: What is the SMILES notation of (1S,2R,3aS,9R,14bS)-2-methoxy-1,2,3,5,6,8,9,14b-octahydro-4H-2,9-epoxy[1,3]dioxolo[4',5':4,5]benzo[1,2-d]cyclopenta[b]pyrrolo[1,2-a]azepin-1-ol?
A: SMILES notation of (1S,2R,3aS,9R,14bS)-2-methoxy-1,2,3,5,6,8,9,14b-octahydro-4H-2,9-epoxy[1,3]dioxolo[4',5':4,5]benzo[1,2-d]cyclopenta[b]pyrrolo[1,2-a]azepin-1-ol is COC12CC34CCCN3CC(O1)c1cc3c(cc1C4C2O)OCO3.
Q: What is the LogP of (1S,2R,3aS,9R,14bS)-2-methoxy-1,2,3,5,6,8,9,14b-octahydro-4H-2,9-epoxy[1,3]dioxolo[4',5':4,5]benzo[1,2-d]cyclopenta[b]pyrrolo[1,2-a]azepin-1-ol?
A: LogP of (1S,2R,3aS,9R,14bS)-2-methoxy-1,2,3,5,6,8,9,14b-octahydro-4H-2,9-epoxy[1,3]dioxolo[4',5':4,5]benzo[1,2-d]cyclopenta[b]pyrrolo[1,2-a]azepin-1-ol is 2.72.
Q: What is the polar surface area (PSA) of (1S,2R,3aS,9R,14bS)-2-methoxy-1,2,3,5,6,8,9,14b-octahydro-4H-2,9-epoxy[1,3]dioxolo[4',5':4,5]benzo[1,2-d]cyclopenta[b]pyrrolo[1,2-a]azepin-1-ol?
A: Polar surface area (PSA) of (1S,2R,3aS,9R,14bS)-2-methoxy-1,2,3,5,6,8,9,14b-octahydro-4H-2,9-epoxy[1,3]dioxolo[4',5':4,5]benzo[1,2-d]cyclopenta[b]pyrrolo[1,2-a]azepin-1-ol is 60.39000.
Q: What is the English name of (1S,2R,3aS,9R,14bS)-2-methoxy-1,2,3,5,6,8,9,14b-octahydro-4H-2,9-epoxy[1,3]dioxolo[4',5':4,5]benzo[1,2-d]cyclopenta[b]pyrrolo[1,2-a]azepin-1-ol?
A: The English name of (1S,2R,3aS,9R,14bS)-2-methoxy-1,2,3,5,6,8,9,14b-octahydro-4H-2,9-epoxy[1,3]dioxolo[4',5':4,5]benzo[1,2-d]cyclopenta[b]pyrrolo[1,2-a]azepin-1-ol is (1S,2R,3aS,9R,14bS)-2-methoxy-1,2,3,5,6,8,9,14b-octahydro-4H-2,9-epoxy[1,3]dioxolo[4',5':4,5]benzo[1,2-d]cyclopenta[b]pyrrolo[1,2-a]azepin-1-ol.
Q: What is the boiling point of (1S,2R,3aS,9R,14bS)-2-methoxy-1,2,3,5,6,8,9,14b-octahydro-4H-2,9-epoxy[1,3]dioxolo[4',5':4,5]benzo[1,2-d]cyclopenta[b]pyrrolo[1,2-a]azepin-1-ol?
A: Boiling point of (1S,2R,3aS,9R,14bS)-2-methoxy-1,2,3,5,6,8,9,14b-octahydro-4H-2,9-epoxy[1,3]dioxolo[4',5':4,5]benzo[1,2-d]cyclopenta[b]pyrrolo[1,2-a]azepin-1-ol is 499.4±45.0 °C at 760 mmHg.
Q: What English synonyms does (1S,2R,3aS,9R,14bS)-2-methoxy-1,2,3,5,6,8,9,14b-octahydro-4H-2,9-epoxy[1,3]dioxolo[4',5':4,5]benzo[1,2-d]cyclopenta[b]pyrrolo[1,2-a]azepin-1-ol have?
A: English synonyms of (1S,2R,3aS,9R,14bS)-2-methoxy-1,2,3,5,6,8,9,14b-octahydro-4H-2,9-epoxy[1,3]dioxolo[4',5':4,5]benzo[1,2-d]cyclopenta[b]pyrrolo[1,2-a]azepin-1-ol: (2β,11α)-1,2-Dihydro-2,11-epoxycephalotaxine, drupacine.
Q: What is the molecular weight of (1S,2R,3aS,9R,14bS)-2-methoxy-1,2,3,5,6,8,9,14b-octahydro-4H-2,9-epoxy[1,3]dioxolo[4',5':4,5]benzo[1,2-d]cyclopenta[b]pyrrolo[1,2-a]azepin-1-ol?
A: Molecular weight of (1S,2R,3aS,9R,14bS)-2-methoxy-1,2,3,5,6,8,9,14b-octahydro-4H-2,9-epoxy[1,3]dioxolo[4',5':4,5]benzo[1,2-d]cyclopenta[b]pyrrolo[1,2-a]azepin-1-ol is 331.36.
Q: What is the InChIKey of (1S,2R,3aS,9R,14bS)-2-methoxy-1,2,3,5,6,8,9,14b-octahydro-4H-2,9-epoxy[1,3]dioxolo[4',5':4,5]benzo[1,2-d]cyclopenta[b]pyrrolo[1,2-a]azepin-1-ol?
A: InChIKey of (1S,2R,3aS,9R,14bS)-2-methoxy-1,2,3,5,6,8,9,14b-octahydro-4H-2,9-epoxy[1,3]dioxolo[4',5':4,5]benzo[1,2-d]cyclopenta[b]pyrrolo[1,2-a]azepin-1-ol is KYTDBKDWDOVRLJ-FLXSYLCISA-N.
Q: What are the uses of (1S,2R,3aS,9R,14bS)-2-methoxy-1,2,3,5,6,8,9,14b-octahydro-4H-2,9-epoxy[1,3]dioxolo[4',5':4,5]benzo[1,2-d]cyclopenta[b]pyrrolo[1,2-a]azepin-1-ol?
A: Main uses of (1S,2R,3aS,9R,14bS)-2-methoxy-1,2,3,5,6,8,9,14b-octahydro-4H-2,9-epoxy[1,3]dioxolo[4',5':4,5]benzo[1,2-d]cyclopenta[b]pyrrolo[1,2-a]azepin-1-ol: Drupacine is a natural product, that can be isolated from Cephalotaxus harringtonia. Drupacine shows nematotoxicity and anticancer activity[1][2].
Q: What is the CAS number of (1S,2R,3aS,9R,14bS)-2-methoxy-1,2,3,5,6,8,9,14b-octahydro-4H-2,9-epoxy[1,3]dioxolo[4',5':4,5]benzo[1,2-d]cyclopenta[b]pyrrolo[1,2-a]azepin-1-ol?
A: CAS number of (1S,2R,3aS,9R,14bS)-2-methoxy-1,2,3,5,6,8,9,14b-octahydro-4H-2,9-epoxy[1,3]dioxolo[4',5':4,5]benzo[1,2-d]cyclopenta[b]pyrrolo[1,2-a]azepin-1-ol is 49686-57-9.

 (-)-drupacinefactory

This table lists manufacturers and suppliers of this compound, including vendor names and product supply reference information.

Shanghai Nianxing Industrial Co., Ltd
BioBioPha
naturewill
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