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Details

Stereochemistry ABSOLUTE
Molecular Formula C30H48O3
Molecular Weight 456.7003
Optical Activity UNSPECIFIED
Defined Stereocenters 10 / 10
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of URSOLIC ACID

SMILES

[H][C@@]12CC[C@]3(C)[C@]([H])(CC=C4[C@]5([H])[C@@H](C)[C@H](C)CC[C@@]5(CC[C@@]34C)C(O)=O)[C@@]1(C)CC[C@H](O)C2(C)C

InChI

InChIKey=WCGUUGGRBIKTOS-GPOJBZKASA-N
InChI=1S/C30H48O3/c1-18-10-15-30(25(32)33)17-16-28(6)20(24(30)19(18)2)8-9-22-27(5)13-12-23(31)26(3,4)21(27)11-14-29(22,28)7/h8,18-19,21-24,31H,9-17H2,1-7H3,(H,32,33)/t18-,19+,21+,22-,23+,24+,27+,28-,29-,30+/m1/s1

HIDE SMILES / InChI

Molecular Formula C30H48O3
Molecular Weight 456.7003
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 10 / 10
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Sodium Ursolate (Ursolic acid sodium salt) is a natural active ingredient derived from many plants. This pentacyclic triterpenoid acid is manufactured by extraction of Salvia officinalis leaves, also known as common sage, Loquat leaves and Olea europea. Sodium Ursolate provides a targeted approach to anti-aging skin repair and sun protection through reactivation, protection and optimization of the skins own cellular mechanisms. Furthermore, it protects and refolds proteins damaged by UV and free radical exposure and stimulates new collagen synthesis to counter the effects of thinning and sagging skin caused by photodamage, inhibits elastase and stabilizes liposomal membranes. It is of most interest to use in Anti-Aging and Anti-Photo-Aging cosmetics products.

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
32.0 µM [IC50]
3.8 µM [IC50]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Inactive ingredient
PREVENTAGE FIRMING DEFENSE NORMAL/OILY BROAD SPECTRUM SPF 15 MERLE NORMAN
Primary
Unknown
Primary
Unknown
Preventing
Unknown
Primary
Unknown
Primary
Unknown

Cmax

ValueDoseCo-administeredAnalytePopulation
1835 μg/mL
37 mg/m² single, intravenous
URSOLIC ACID plasma
Homo sapiens
2865 ng/mL
74 mg/m² single, intravenous
URSOLIC ACID plasma
Homo sapiens
3457 ng/mL
98 mg/m² single, intravenous
URSOLIC ACID plasma
Homo sapiens
1211 ng/mL
74 mg/m² 1 times / day multiple, intravenous
URSOLIC ACID plasma
Homo sapiens

AUC

ValueDoseCo-administeredAnalytePopulation
4203 ng × h/mL
37 mg/m² single, intravenous
URSOLIC ACID plasma
Homo sapiens
7175 ng × h/mL
74 mg/m² single, intravenous
URSOLIC ACID plasma
Homo sapiens
9696 ng × h/mL
98 mg/m² single, intravenous
URSOLIC ACID plasma
Homo sapiens
4834 ng × h/mL
74 mg/m² 1 times / day multiple, intravenous
URSOLIC ACID plasma
Homo sapiens

T1/2

ValueDoseCo-administeredAnalytePopulation
4.59 h
37 mg/m² single, intravenous
URSOLIC ACID plasma
Homo sapiens
4.46 h
74 mg/m² single, intravenous
URSOLIC ACID plasma
Homo sapiens
3.9 h
98 mg/m² single, intravenous
URSOLIC ACID plasma
Homo sapiens
4 h
74 mg/m² 1 times / day multiple, intravenous
URSOLIC ACID plasma
Homo sapiens

Doses

AEs

PubMed

Sample Use Guides

In Vivo Use Guide
The intravenous infusion of ursolic acid nanoliposomes (UANL) was well tolerated by healthy volunteers and patients with advanced tumors: UANL exhibits relatively linear pharmacokinetics behavior with dose levels from 37 mg/m(2) to 98 mg/m(2). Rats were treated with ursolic acid (50 mg/kg), per os, once a day for 10 days) in adjuvant-induced chronic arthritis model.Animal studies have found benefits with ursolic acid in the diet at 0.05-0.2% of the diet, which is around 10-40mg/kg (based on their weight and food intake) and the estimated human dose equivalent to this is 1.6-6.4mg/kg bodyweight; for a 150lb adult it would be the range of 110-440mg. The lone human study used the higher end of this range, 150mg three times a day with meals totalling 450mg each day, and found some biological acitivty. Until further research arises, thrice daily dosing of 150mg with meals is recommended.
Route of Administration: Other
In Vitro Use Guide
ursolic acid (5-50 μM) strongly inhibited the viability of human soft tissue sarcoma cells and its proliferation in soft agar, with higher concentrations increasing apoptotic death
Substance Class Chemical
Record UNII
P3M2575F3F
Record Status Validated (UNII)
Record Version