3beta-acetoxylup-20(29)-en-11beta-ol - Compound Card

3beta-acetoxylup-20(29)-en-11beta-ol

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3beta-acetoxylup-20(29)-en-11beta-ol

Structure
Zoomed Structure
  • Family: Plantae - Burseraceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Triterpenoid
Canonical Smiles CC(=O)O[C@@H]1CC[C@]2(C(C1(C)C)CC[C@@]1(C2[C@@H](O)CC2[C@@]1(C)CC[C@@]1(C2[C@@H](CC1)C(=C)C)C)C)C
InChI InChI=1S/C32H52O3/c1-19(2)21-10-13-29(6)16-17-31(8)22(26(21)29)18-23(34)27-30(7)14-12-25(35-20(3)33)28(4,5)24(30)11-15-32(27,31)9/h21-27,34H,1,10-18H2,2-9H3/t21-,22?,23-,24?,25+,26?,27?,29+,30-,31+,32+/m0/s1
InChIKey QUMLKMZGYHCYRB-UMQBPRQUSA-N
Formula C32H52O3
HBA 3
HBD 1
MW 484.77
Rotatable Bonds 2
TPSA 46.53
LogP 7.57
Number Rings 5
Number Aromatic Rings 0
Heavy Atom Count 35
Formal Charge 0
Fraction CSP3 0.91
Exact Mass 484.39
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Boswellia carterii Burseraceae Plantae 80276

Showing of synonyms

  • Morikawa T, Oominami H, et al. (2010). Four new ursane-type triterpenes, olibanumols K, L, M, and N, from Traditional Egyptian Medicine olibanum, the gum-resin of Boswellia carterii. Chemical and Pharmaceutical Bulletin,2010,58(11),1541-1544. [View] [PubMed]
Pubchem: 162956553

No compound-protein relationship available.

Structure

SMILES: C1CCC(C12)CCC3C2CCC4C3CCC5C4CCCC5

Level: 0

Mol. Weight: 484.77 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.88
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.62
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.28

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.67
Plasma Protein Binding
82.39
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
6.62
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.59
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.34
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.48
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Toxic
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-224.98
Rat (Acute)
2.31
Rat (Chronic Oral)
1.35
Fathead Minnow
4.09
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
463.03
Hydration Free Energy
-2.83
Log(D) at pH=7.4
6.79
Log(P)
7.89
Log S
-6.97
Log(Vapor Pressure)
-8.01
Melting Point
217.14
pKa Acid
11.73
pKa Basic
6.99
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8222
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8222
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7572
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7572
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 3 0.7475
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 3 0.7475
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7369
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7369
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7219
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7219

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