1beta,3beta,11alpha,15alpha-tetrahydroxy-urs-12-ene - Compound Card

1beta,3beta,11alpha,15alpha-tetrahydroxy-urs-12-ene

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1beta,3beta,11alpha,15alpha-tetrahydroxy-urs-12-ene

Structure
Zoomed Structure
  • Family: Plantae - Lamiaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Ursene Triterpene
Canonical Smiles C[C@@H]1CC[C@]2([C@@H]([C@H]1C)C1=C[C@@H](O)[C@H]3[C@@]([C@@]1([C@H](C2)O)C)(C)CC[C@@H]1[C@]3(C)[C@H](O)C[C@@H](C1(C)C)O)C
InChI InChI=1S/C30H50O4/c1-16-9-11-27(5)15-23(34)30(8)18(24(27)17(16)2)13-19(31)25-28(30,6)12-10-20-26(3,4)21(32)14-22(33)29(20,25)7/h13,16-17,19-25,31-34H,9-12,14-15H2,1-8H3/t16-,17+,19-,20+,21+,22-,23+,24+,25+,27-,28-,29-,30+/m1/s1
InChIKey ODYWNFJAWDOSSM-SNELVHNSSA-N
Formula C30H50O4
HBA 4
HBD 4
MW 474.73
Rotatable Bonds 0
TPSA 80.92
LogP 4.94
Number Rings 5
Number Aromatic Rings 0
Heavy Atom Count 34
Formal Charge 0
Fraction CSP3 0.93
Exact Mass 474.37
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Salvia argentea Lamiaceae Plantae 49208

Showing of synonyms

  • Bechkri S, Alabdul Magid A, et al. (2019). Triterpenes from Salvia argentea var. aurasiaca and their antibacterial and cytotoxic activities.. Fitoterapia, 2019, 139, 104296. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CCCC5

Level: 0

Mol. Weight: 474.73 g/mol

Anti-inflammatory
Antibacterial
Anticancer
Anticholinesterase
Antioxidant
Cytotoxic

Absorption

Caco-2 (logPapp)
-4.84
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.86
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-2.56

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.03
Plasma Protein Binding
85.79
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Non-Substrate
CYP 2C19 Inhibitor
Non-Inhibitor
CYP 2C19 Substrate
Substrate
CYP 2C9 Inhibitor
Non-Inhibitor
CYP 2C9 Substrate
Non-Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
10.16
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-1.2
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.87
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
5.55
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Toxic
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Toxic
T. Pyriformis
-117.82
Rat (Acute)
3.96
Rat (Chronic Oral)
2.33
Fathead Minnow
3.72
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
417.36
Hydration Free Energy
-2.52
Log(D) at pH=7.4
5.14
Log(P)
5.3
Log S
-4.86
Log(Vapor Pressure)
-9.07
Melting Point
218.87
pKa Acid
9.26
pKa Basic
7.02
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7374

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