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Senna

HCID 73111
NotesReactions
Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
8013-11-4
Standard SMILES
O=C(O)c1cc(O)c2c(c1)[C@H]([C@H]1c3cc(C(=O)O)cc(O)c3C(=O)c3c(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)cccc31)c1cccc(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)c1C2=O
InChIKey
IPQVTOJGNYVQEO-KGFNBKMBSA-N
Molecular formula
C42H38O20
Average molar mass
862.7 g/mol
Monoisotopic mass
862.1956436

Overview

Senna (powdered) is a yellow-brown powder with a slight odor and taste. (NTP, 1992)

Names & identifiers

Preferred name
Senna
IUPAC
(9R)-9-[(9R)-2-carboxy-4-hydroxy-10-oxo-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-9H-anthracen-9-yl]-4-hydroxy-10-oxo-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-9H-anthracene-2-carboxylic acid
English name
Cassia
Molecular formula
C42H38O20
Molecular weight
0

Names & synonyms

SENNADosaflexGentlaxSennalaxSenolaxBlack Draught8013-11-4CCRIS 7489RefChem:56008Sennoside A81-27-6C42H38O20
Show more names
D04395finepowderSenna (usp)Senokot (tn)SENNA,POWDEREDSenna extract (jan)CASSAVA STARCH, SENNA
MFCD00151527SenokotMoivatDTXSID1023576(9R)-9-[(9R)-2-carboxy-4-hydroxy-10-oxo-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-9H-anthracen-9-yl]-4-hydroxy-10-oxo-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-9H-anthracene-2-carboxylic acid2F1O30GVXH(9R,9'R)-4,4'-Dihydroxy-10,10'-dioxo-5,5'-bis(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-9,9',10,10'-tetrahydro-[9,9'-bianthracene]-2,2'-dicarboxylic acidSENNOSIDES SENNOSIDE A [MI]

Database identifiers

CAS
8013-11-4、81-27-6
PubChem CID
73111
DTXSID
DTXSID1023576
ChEMBL
CHEMBL2368547

Properties

Computed structural properties

XLogP
1.2
Topological polar surface area
348 Ų
Hydrogen bond donors
12
Hydrogen bond acceptors
20
Rotatable bonds
9
Heavy atoms
62
Formal charge
0
Complexity
1,550

Experimental & physicochemical properties

LipidsPolyketides [PK] -> Aromatic polyketides [PK13] -> Anthracenes and phenanthrenes [PK1304]
Solubilityless than 1 mg/mL at 66 °F (NTP, 1992)
Dietary IngredientsSenna
Human Drugs · 2 items

Breast Feeding; Lactation; Milk, Human; Cathartics; Gastrointestinal Agents

Laxatives

Melting Point · 2 items

392 °F approximately (decomposes) (NTP, 1992)

220 - 243 °C

Physical Description · 2 items

Senna (powdered) is a yellow-brown powder with a slight odor and taste. (NTP, 1992)

Solid

Physicochemical properties

Stability
Stable. Incompatible with mineral acids, carbonates, lime water, salts of heavy metals.
CAS DataBase Reference
8013 · 8013-11-4
EPA Substance Registry System

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 6 items

Danger

H302 (66.7%): Harmful if swallowed [Warning Acute toxicity, oral]

P233, P260, P261, P264, P270, P271, P272, P280, P284, P301+P317, P302+P352, P304+P340, P321, P330, P333+P317, P342+P316, P362+P364, P403, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 6 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Danger

H334 (100%): May cause allergy or asthma symptoms or breathing difficulties if inhaled [Danger Sensitization, respiratory]

Hazard information

Regulatory Information · 2 items

Chemical: [9,9′-Bianthracene]-2,2′-dicarboxylic acid, 5,5′-bis(.beta.-D-glucopyranosyloxy)-9,9′,10,10′-tetrahydro-4,4′-dihydroxy-10,10′-dioxo-, (9R,9′R)-

Chemical: Cassia

Other Safety InformationIMAP assessments - Senna: Environment tier I assessment
Fire HazardsFlash point data for this compound are not available; however, it is probably combustible. (NTP, 1992)
Health Hazards · 1 item

SYMPTOMS: Symptoms of exposure to this compound may include purging and blood in the stools. It can cause collapse. Griping and abortion also occur. The urine may acquire a marked yellow color, which changes to red on the addition of alkali. (NTP, 1992)

Reactive GroupAcids, Carboxylic
Reactivity ProfileSENNA (POWDERED) is incompatible with mineral acids, carbonates, infusion cinchona, lime water, salts of heavy metals and tartar emetic (NTP, 1992).

Chemistry & industry

Pharmacology

ATC CodeA06AB06
Cellular LocationsCytoplasm

Applications

General DescriptionYellow-brown powder with a slight odor and taste.

Suppliers1 total

BOC Sciences+1-631-485-4226 · [email protected]
Additional notes · 1 item

DefinitionChEBI: Sennoside A is a member of the class of sennosides that is rel-(9R,9'R)-9,9',10,10'-tetrahydro-9,9'-bianthracene-2,2'-dicarboxylic acid which is substituted by hydroxy groups at positions 4 and 4', by beta-D-glucopyranosyloxy groups at positions 5 and 5', and by oxo groups at positions 10 and 10'. The exact stereochemisty at positions 9 and 9' is not known - it may be R,R (as shown) or S,S. It is a member of sennosides and an oxo dicarboxylic acid.

Related reactions

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Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
ChEBI
CHEBI:9112
UNII
2F1O30GVXH
EC Number
201-339-9、687-679-2
Nikkaji
J209.363D
Senna alexandrina (8013-11-4)
Symbol(GHS)
8 · GHS08
Signal word
Danger
Hazard statements
334 · H334
Precautionary statements
261 · P261-P285-P304+P341-P342+P311-P501
Air and Water ReactionsInsoluble in water.
Hazard Classes and CategoriesAcute Tox. 4 (66.7%)

Safety & protection

Fire FightingFires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
First Aid · 1 item

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. If symptoms (such as redness or irritation) develop, immediately transport the victim to a hospital.

Nonfire Spill Response · 1 item

SMALL SPILLS AND LEAKAGE: If you spill this chemical, you should dampen the solid spill material with water, then transfer the dampened material to a suitable container. Use absorbent paper dampened with water to pick up any remaining material. Seal your contaminated clothing and the absorbent paper in a vapor-tight plastic bag for eventual disposal. Wash all contaminated surfaces with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.

Personal Protective Equipment (PPE) · 1 item

RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)

Toxicology

Hepatotoxicity · 1 item

Use of senna in the recommended doses for a limited period of time has been associated with few side effects, most of which are mild and transient and related to its laxative action. With longer term and higher dose use of senna, however, adverse events have been described including several cases of clinically apparent liver injury. The time to onset of liver injury was usually after 3 to 5 months of use, and the pattern of serum enzyme elevations was hepatocellular. The liver injury was usually mild-to-moderate in severity and resolved rapidly with discontinuation. In at least one instance, reexposure led to rapid recurrence of liver injury. Immunoallergic features and autoimmune markers were not present in the published cases.

Effects During Pregnancy and Lactation◉ Summary of Use during Lactation

Safety data

Signal word
Danger
Symbol(GHS)
GHS08
Hazard statements
H334
Precautionary statements
P261-P285-P304+P341-P342+P311-P501