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Details

Stereochemistry ABSOLUTE
Molecular Formula C30H50O
Molecular Weight 426.7185
Optical Activity UNSPECIFIED
Defined Stereocenters 8 / 8
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of .BETA.-AMYRIN

SMILES

CC1(C)CC[C@]2(C)CC[C@]3(C)C(=CC[C@]4([H])[C@@]5(C)CC[C@@]([H])(C(C)(C)[C@]5([H])CC[C@]43C)O)[C@]2([H])C1

InChI

InChIKey=JFSHUTJDVKUMTJ-QHPUVITPSA-N
InChI=1S/C30H50O/c1-25(2)15-16-27(5)17-18-29(7)20(21(27)19-25)9-10-23-28(6)13-12-24(31)26(3,4)22(28)11-14-30(23,29)8/h9,21-24,31H,10-19H2,1-8H3/t21-,22-,23+,24-,27+,28-,29+,30+/m0/s1

HIDE SMILES / InChI

Molecular Formula C30H50O
Molecular Weight 426.7185
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 8 / 8
E/Z Centers 0
Optical Activity UNSPECIFIED

Description
Curator's Comment:: The description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/18046512 | https://www.ncbi.nlm.nih.gov/pubmed/26498523

β-Amyrin, a pentacyclic triterpenoid compound, that was found in many medicinal plants, including Protium heptaphyllum (Aubl.) Marchand, Catharanthus roseus (L.) G. Don, and Camellia tenuifolia (Hayata) Coh. Stuart. Several studies have reported that β-amyrin shows multiple pharmacological activities, such as the induction of angiogenesis in vascular endothelial cells and anti-inflammatory, antifibrotic, anti-apoptotic, anti-diabetic, anti-hyperlipidemic, and anti-nociceptive activities.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: Akt/endothelial nitric oxide synthase signaling pathway
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Practical Synthesis of α-Amyrin, β-Amyrin, and Lupeol: The Potential Natural Inhibitors of Human Oxidosqualene Cyclase.
2017 Dec
Patents

Patents

Sample Use Guides

Rats were pretreated with beta-amyrin (5 and 10 mg/kg, p. o.), two hours before the induction of periodontal inflammation.
Route of Administration: Oral
The L1 larvae of wild-type N2 nematodes were pretreated with EtOH (0.1%, solvent control) or β‐amyrin (5 μM) for 72 h at 20 °C and incubated under dark conditions as described in the antioxidant activity assays. The adult nematodes were then washed with S-basal medium 3 times. The cell-permeable dye (i.e., non-fluorescent 2′,7′-dichlorodihydrofluoroscein diacetate H2DCFDA) interacts with intracellular esterases and H2O2 to form detectable fluorescent 2′7′-dichlorofluorescein (DCF) this was used to measure the ROS level in this assay. Fifty randomly selected worms from each treatment were transferred into wells of a black 96-well plate and labeled by 100-μM H2DCFDA in 200 μl of M9 for 2.5 h at 20 °C under dark conditions. The fluorescence levels were measured by a fluorescence plate reader FlexStationTM III (Molecular Devices, CA, US) at excitation (485 nm) and emission (520 nm) wavelengths at room temperature.
Substance Class Chemical
Created
by admin
on Sat Jun 26 10:30:33 UTC 2021
Edited
by admin
on Sat Jun 26 10:30:33 UTC 2021
Record UNII
KM8353IPSO
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
.BETA.-AMYRIN
MI  
Common Name English
AMYRIN
Common Name English
OLEAN-12-EN-3.BETA.-OL
Common Name English
.BETA.-AMYRENOL
Common Name English
AMYRIN, BETA-
Common Name English
.BETA.-AMYRIN [MI]
Common Name English
NSC-527971
Code English
Code System Code Type Description
CAS
559-70-6
Created by admin on Sat Jun 26 10:30:33 UTC 2021 , Edited by admin on Sat Jun 26 10:30:33 UTC 2021
PRIMARY
WIKIPEDIA
AMYRIN
Created by admin on Sat Jun 26 10:30:33 UTC 2021 , Edited by admin on Sat Jun 26 10:30:33 UTC 2021
PRIMARY
ECHA (EC/EINECS)
209-204-6
Created by admin on Sat Jun 26 10:30:33 UTC 2021 , Edited by admin on Sat Jun 26 10:30:33 UTC 2021
PRIMARY
FDA UNII
KM8353IPSO
Created by admin on Sat Jun 26 10:30:33 UTC 2021 , Edited by admin on Sat Jun 26 10:30:33 UTC 2021
PRIMARY
PUBCHEM
73145
Created by admin on Sat Jun 26 10:30:33 UTC 2021 , Edited by admin on Sat Jun 26 10:30:33 UTC 2021
PRIMARY
MESH
C036380
Created by admin on Sat Jun 26 10:30:33 UTC 2021 , Edited by admin on Sat Jun 26 10:30:33 UTC 2021
PRIMARY
MERCK INDEX
M1881
Created by admin on Sat Jun 26 10:30:33 UTC 2021 , Edited by admin on Sat Jun 26 10:30:33 UTC 2021
PRIMARY Merck Index
Related Record Type Details
PARENT -> CONSTITUENT ALWAYS PRESENT
CALENDULA OFFICINALIS FLOWER terpenoid
PARENT -> CONSTITUENT ALWAYS PRESENT
PARENT -> CONSTITUENT ALWAYS PRESENT