3beta,20alpha-dihydroxy-30-nor-olean-12-ene-23,28 dioic acid - Compound Card

3beta,20alpha-dihydroxy-30-nor-olean-12-ene-23,28 dioic acid

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3beta,20alpha-dihydroxy-30-nor-olean-12-ene-23,28 dioic acid

Structure
Zoomed Structure
  • Family: Plantae - Amaranthaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Triterpene
Canonical Smiles OC(=O)[C@@]12CC[C@@](C[C@@H]2C2=CC[C@H]3[C@@]([C@@]2(CC1)C)(C)CCC1[C@]3(C)CC[C@@H]([C@@]1(C)C(=O)O)O)(C)O
InChI InChI=1S/C29H44O6/c1-24(35)12-14-29(23(33)34)15-13-26(3)17(18(29)16-24)6-7-19-25(2)10-9-21(30)28(5,22(31)32)20(25)8-11-27(19,26)4/h6,18-21,30,35H,7-16H2,1-5H3,(H,31,32)(H,33,34)/t18-,19-,20?,21+,24-,25-,26-,27-,28+,29+/m1/s1
InChIKey CBXKTJFACDEDJN-FGWQHLENSA-N
Formula C29H44O6
HBA 4
HBD 4
MW 488.67
Rotatable Bonds 2
TPSA 115.06
LogP 5.02
Number Rings 5
Number Aromatic Rings 0
Heavy Atom Count 35
Formal Charge 0
Fraction CSP3 0.86
Exact Mass 488.31
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: C1CCCC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CCCC5

Level: 0

Mol. Weight: 488.67 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.78
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-5.01
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-3.19

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.19
Plasma Protein Binding
87.9
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
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
1.66
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-2.7
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.41
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
3.31
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Safe
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
-199.96
Rat (Acute)
2.08
Rat (Chronic Oral)
2.36
Fathead Minnow
3.77
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
457.81
Hydration Free Energy
-2.38
Log(D) at pH=7.4
0.39
Log(P)
4.27
Log S
-5.53
Log(Vapor Pressure)
-12.14
Melting Point
292.11
pKa Acid
2.92
pKa Basic
8.07
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q04631 FNTA_RAT Rattus norvegicus 3 0.7918
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7744
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7102

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