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Alkaloids

Ecgonine

Also known as (-)-Ecgonine, 1-Ecgonine, 3beta-Hydroxy-2beta-tropanecarboxylic acid

CAS 481-37-8Formula C9H15NO3Molar mass 185.22 g/molEC 207-565-4
Prohibited, not for trade
Why it is not for trade
Ecgonine chemical structure, C9H15NO3, CAS 481-37-8
2D chemical structure

Key facts

What buyers check first

All properties
CAS number
481-37-8
Formula
C9H15NO3
Molar mass
185.22 g/mol
EC number
207-565-4
HS code
293972
Category
Alkaloids

What is Ecgonine?

Plain description, key identifiers and synonyms

Ecgonine is a tropane alkaloid that consists of tropane bearing carboxy and hydroxy substituents at positions 2 and 3 respectively and having (1R,2R,3S,5S)-configuration. It is both a metabolite of and a precursor to cocaine. It has a role as a metabolite and a mouse metabolite. It is a tropane alkaloid and a 2-hydroxy monocarboxylic acid.

Identifiers

Registry numbers, names and line notations, tap to copy

IUPAC name
(1R,2R,3S,5S)-3-hydroxy-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic acid
CAS number
481-37-8 CAS number cross-checkedOther or deprecated CAS: 54808-87-6, 876657-17-9
EC number
207-565-4
Molecular formula
C9H15NO3
UNII
342I22959I, DX2E9E17AV
InChIKey
PHMBVCPLDPDESM-FKSUSPILSA-N
InChI
InChI=1S/C9H15NO3/c1-10-5-2-3-6(10)8(9(12)13)7(11)4-5/h5-8,11H,2-4H2,1H3,(H,12,13)/t5-,6+,7-,8+/m0/s1
Canonical SMILES
CN1C2CCC1C(C(=O)O)C(O)C2
Isomeric SMILES
CN1[C@H]2CC[C@@H]1[C@H]([C@H](C2)O)C(=O)O

Synonyms

  • (-)-Ecgonine
  • 1-Ecgonine
  • 3beta-Hydroxy-2beta-tropanecarboxylic acid
  • (1R,2R,3S,5S)-3-hydroxy-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic acid
  • 3beta-hydroxy-1alphaH,5alphaH-tropane-2beta-carboxylic acid
  • (1R,2R,3S,5S)-3-Hydroxy-8-methyl-8-azabicyclo(3.2.1)octane-2-carboxylic acid
  • 3 beta-hydroxy-2 beta-tropanecarboxylic acid
  • DL-Ecgonine
  • (+/-)-Ecgonine
  • Ecgonine, (+/-)-
  • Ecgonine (+/-)-form
  • Ekgonin
  • 8-Azabicyclo(3.2.1)octane-2-carboxylic acid, 3-hydroxy-8-methyl-, (1R-(exo,exo))-
  • 8-Azabicyclo(3.2.1)octane-2-carboxylic acid, 3-hydroxy-8-methyl-, monohydrate, (exo,exo)-
  • L-ecgonine
  • [1R-(exo,exo)]-3-Hydroxy-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic acid
  • 8-Azabicyclo(3.2.1)octane-2-carboxylic acid, 3-hydroxy-8-methyl-, (1R,2R,3S,5S)-
  • ecgonin
  • Cocaine precusor in Coca leaves
  • 8-azabicyclo[3.2.1]octane-2-carboxylic acid, 3-hydroxy-8-methyl-, (1R,2R,3S,5S)-
  • 8-Azabicyclo[3.2.1]octane-2-carboxylic acid, 3-hydroxy-8-methyl-, [1R-(exo,exo)]-
  • 1alphaH,5alphaH-Tropane-2beta-carboxylic acid, 3-beta-hydroxy-
  • 3beta-hydroxy-1alphaH,-5alphaH-tropane-2beta-carboxylic acid
  • [1R*-(Exo,exo)]-3-hydroxy-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic acid
  • 3beta-hydroxy-1.alpha.h,5.alpha.h-tropane-2beta-carboxylic acid

Physical and chemical properties

Measured values and descriptors computed from the structure

Physical and chemical properties

Measured values, check the supplier specification for your grade

No measured properties are recorded for this substance yet. Ask suppliers for a technical data sheet.

Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.

Computed descriptors

Calculated from the structure, useful for screening and formulation

Molecular weight
185.22 g/molcalc.
Exact mass
185.1052 Dacalc.
LogP (octanol/water)
-0.09calc.
Topological polar surface area
60.77 Ųcalc.
Hydrogen bond donors
2calc.
Hydrogen bond acceptors
3calc.
Rotatable bonds
1calc.
Heavy atoms
13calc.
Rings
2calc.
Aromatic rings
0calc.
Fraction sp3 carbons
0.89calc.
Formal charge
0calc.
Stereocentres
4calc.
Lipinski rule of five
Passes (0 violations)calc.

Calculated for screening. Confirm critical figures with the supplier.

Murcko scaffold

The ring system that remains when every side chain is removed

Murcko scaffold of this chemical, C1CC2CCC(C1)N2

C1CC2CCC(C1)N2

2 rings, 8 atoms, the 8-Azabicyclo(3.2.1)octane ring system.

1,015 other chemicals share this scaffold

Safety and hazards

GHS classification summary, not a safety data sheet

No GHS hazard classification is recorded for this substance yet. That does not mean it is harmless.

GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.

Ecgonine suppliers

Trading restrictions apply to this substance

Narcotic drug

Ecgonine is prohibited on CompoundList. Listings, quotes and messages are disabled. This page is kept for information only.

Listing and enquiries are not allowed for this substance.

Reference: UN Single Convention on Narcotic Drugs 1961, HS 2022 subheading 2939.72 (cocaine and ecgonine)

Our policy on controlled substances

Ecgonine price

Indicative price range per kg from live supplier offers

Prices are not shown for prohibited substances.

Uses and applications

What the substance is used for, by industry and function

Pharmacological actions

  • Narcotics

Roles

  • animal metabolite
  • eukaryotic metabolite
  • mammalian metabolite
  • metabolite
  • mouse metabolite

Regulatory status

Inventories, regulations and trade controls that list this substance

Narcotic drug

Ecgonine is prohibited on CompoundList. Listings, quotes and messages are disabled. This page is kept for information only.

Listing and enquiries are not allowed for this substance.

Reference: UN Single Convention on Narcotic Drugs 1961, HS 2022 subheading 2939.72 (cocaine and ecgonine)

Our policy on controlled substances

Controls

  • Controlled narcotic drug

HS code and trade data

Customs classification and reported world trade statistics

Global trade

World import and export statistics for the HS code Ecgonine is traded under.

HS 2939.72Exact HS code

Cocaine, ecgonine, salts, esters and other derivatives thereof

World exports in 2024
$3.38M
−21.9% vs 2023, imports $2.73M
2022 to 2024
Top exporters
  1. United Kingdom66.0%
  2. Germany13.9%
  3. United States6.8%
Top importers
  1. Netherlands27.7%
  2. Australia15.1%
  3. Poland12.7%
Reported customs values in USD, not prices.Full trade data

The HS code shown for Ecgonine is indicative (it was matched by name in the HS nomenclature). Confirm the classification with your customs broker before shipping.

Frequently asked questions

Quick answers about Ecgonine, based on the data on this page

What is Ecgonine?

Ecgonine is a tropane alkaloid that consists of tropane bearing carboxy and hydroxy substituents at positions 2 and 3 respectively and having (1R,2R,3S,5S)-configuration. It is both a metabolite of and a precursor to cocaine. It has a role as a metabolite and a mouse metabolite.

What is the CAS number of Ecgonine?

The CAS registry number of Ecgonine is 481-37-8. Other or deprecated CAS numbers: 54808-87-6, 876657-17-9.

What is the molecular formula and weight of Ecgonine?

The molecular formula of Ecgonine is C9H15NO3 and its molar mass is 185.22 g/mol.

What is Ecgonine used for?

Known uses and roles of Ecgonine include animal metabolite, eukaryotic metabolite, mammalian metabolite, metabolite, mouse metabolite and 1 more.

Is Ecgonine hazardous?

No GHS hazard classification for Ecgonine is recorded on CompoundList yet. That does not prove it is safe. Always read the supplier safety data sheet.

What is the HS code of Ecgonine?

Ecgonine is usually classified under HS code 293972 (Cocaine, ecgonine, salts, esters and other derivatives thereof). This is indicative, confirm it with your customs broker before shipping.

Can I buy Ecgonine on CompoundList?

No. Ecgonine is on our prohibited list, so listings, quotes and messages for it are disabled. This page is kept for information only.

Guides for buyers

Practical guides that help when you source, ship or handle Ecgonine

Data last updated 7 Oct 2026. Details may have changed, please confirm them with the supplier. Report an error on this page

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