3,4-secotirucalla-4(28),7,24-trien-3,21-dioic acid - Compound Card

3,4-secotirucalla-4(28),7,24-trien-3,21-dioic acid

Select a section from the left sidebar

3,4-secotirucalla-4(28),7,24-trien-3,21-dioic acid

Structure
Zoomed Structure
  • Family: Plantae - Bignoniaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Triterpene
Canonical Smiles C1([C@](C2C(=CC1)[C@@]1([C@@](CC2)(C(CC1)C(CCC=C(C)C)C(=O)O)C)C)(C)CCC(=O)O)C(=C)C
InChI InChI=1S/C30H46O4/c1-19(2)9-8-10-21(27(33)34)23-13-17-30(7)25-12-11-22(20(3)4)28(5,16-15-26(31)32)24(25)14-18-29(23,30)6/h9,12,21-24H,3,8,10-11,13-18H2,1-2,4-7H3,(H,31,32)(H,33,34)/t21?,22?,23?,24?,28-,29-,30+/m0/s1
InChIKey HIONHMYURGHMTP-XNGKDKLTSA-N
Formula C30H46O4
HBA 2
HBD 2
MW 470.69
Rotatable Bonds 9
TPSA 74.6
LogP 7.66
Number Rings 3
Number Aromatic Rings 0
Heavy Atom Count 34
Formal Charge 0
Fraction CSP3 0.73
Exact Mass 470.34
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Stereospermum acuminatissimum Bignoniaceae Plantae 2708984

Showing of synonyms

  • Leutcha BP, Sema DK, et al. (2021). Cytotoxicity of a new tirucallane derivative isolated from Stereospermum acuminatissimum K. Schum stem bark.. Natural product research,2021, 35(22), 4417-4422. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: C1CCC(C12)CCC3C2=CCCC3

Level: 0

Mol. Weight: 470.69 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.07
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-5.17
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.55

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
2.27
Plasma Protein Binding
94.53
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
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
0.24
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.7
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.66
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
2.47
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
Safe
T. Pyriformis
-99.66
Rat (Acute)
2.46
Rat (Chronic Oral)
1.83
Fathead Minnow
4.05
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
450.07
Hydration Free Energy
-3.09
Log(D) at pH=7.4
2.18
Log(P)
8.29
Log S
-5.91
Log(Vapor Pressure)
-10.46
Melting Point
194.54
pKa Acid
6.08
pKa Basic
7.95
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 3 0.8979
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8782
Deacetoxycephalosporin C synthase P18548 CEFE_STRCL Streptomyces clavuligerus 3 0.8771
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.8095
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.7902
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.7627
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.7504
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 3 0.7441
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7397
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7234
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 2 0.7195
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7105

Download SDF