3beta-hydroxy-23-aldehyde-lup-20(29)-ene-28-oic acid - Compound Card

3beta-hydroxy-23-aldehyde-lup-20(29)-ene-28-oic acid

Select a section from the left sidebar

3beta-hydroxy-23-aldehyde-lup-20(29)-ene-28-oic acid

Structure
Zoomed Structure
  • Family: Plantae - Amaranthaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Triterpene
Canonical Smiles O=C[C@]1(C)[C@@H](O)CC[C@]2(C1CC[C@@]1([C@@H]2CCC2[C@@]1(C)CC[C@@]1(C2C(CC1)C(=C)C)C(=O)O)C)C
InChI InChI=1S/C30H46O4/c1-18(2)19-9-14-30(25(33)34)16-15-28(5)20(24(19)30)7-8-22-26(3)12-11-23(32)27(4,17-31)21(26)10-13-29(22,28)6/h17,19-24,32H,1,7-16H2,2-6H3,(H,33,34)/t19?,20?,21?,22-,23+,24?,26+,27+,28-,29-,30+/m1/s1
InChIKey CQNVTPGCHBLFJA-IBEXQAFKSA-N
Formula C30H46O4
HBA 3
HBD 2
MW 470.69
Rotatable Bonds 3
TPSA 74.6
LogP 6.27
Number Rings 5
Number Aromatic Rings 0
Heavy Atom Count 34
Formal Charge 0
Fraction CSP3 0.87
Exact Mass 470.34
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Anabasis articulata Amaranthaceae Plantae 996498

Showing of synonyms

  • Gamal G, Abo-El-Seoud KA, et al. (2022). Triterpenoids from the aerial parts of Anabasis articulata (Forssk) Moq: gastroprotective effect in vivo with in silico studies, cytotoxic and antimicrobial activities. Nat Prod Res. 2022, 36(16), 4076-4084.. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: C1CCC(C12)CCC3C2CCC4C3CCC5C4CCCC5

Level: 0

Mol. Weight: 470.69 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.31
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.71
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.94

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.43
Plasma Protein Binding
79.78
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Non-Substrate
CYP 2C19 Inhibitor
Non-Inhibitor
CYP 2C19 Substrate
Non-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
Inhibitor
OATP1B3
Inhibitor

Excretion

Clearance
2.12
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-1.6
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.44
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
3.71
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
Toxic
T. Pyriformis
-193.08
Rat (Acute)
3.34
Rat (Chronic Oral)
2.12
Fathead Minnow
3.99
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
471.55
Hydration Free Energy
-2.53
Log(D) at pH=7.4
4.23
Log(P)
5.13
Log S
-5.92
Log(Vapor Pressure)
-9.81
Melting Point
265.47
pKa Acid
4.9
pKa Basic
7.5
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8628
Phospholipase A2 P00593 PA21B_BOVIN Bos taurus 3 0.8621
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.8482
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.8315
Avidin P02701 AVID_CHICK Gallus gallus 3 0.8255
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.7960
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7845
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7838
Branched-chain-amino-acid aminotransferase, mitochondrial O15382 BCAT2_HUMAN Homo sapiens 3 0.7765
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7630
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 3 0.7563
Deacetoxycephalosporin C synthase P18548 CEFE_STRCL Streptomyces clavuligerus 3 0.7517
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7468
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7394
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 3 0.7277
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7268
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7246
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7153
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7107
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7102
Corticosteroid-binding globulin P31211 CBG_RAT Rattus norvegicus 3 0.7078
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7063
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7058
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7026

Download SDF