Cecropiacic acid - Compound Card

Cecropiacic acid

Select a section from the left sidebar

Cecropiacic acid

Structure
Zoomed Structure
  • Family: Plantae - Cecropiaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Pentacyclic Triterpenoid
Canonical Smiles COC(=O)C[C@]1(C)[C@H](CC[C@]2([C@H]1CC=C1[C@]2(C)CC[C@@]2([C@@H]1[C@](C)(O)[C@H](C)CC2)C(=O)OC)C)C(C(=O)OC)(C)C
InChI InChI=1S/C33H52O7/c1-20-13-16-33(27(36)40-10)18-17-30(5)21(25(33)32(20,7)37)11-12-23-29(4,19-24(34)38-8)22(14-15-31(23,30)6)28(2,3)26(35)39-9/h11,20,22-23,25,37H,12-19H2,1-10H3/t20-,22-,23+,25+,29-,30+,31+,32-,33+/m1/s1
InChIKey YJIVUMOFAMUXNI-WRXDKEAZSA-N
Formula C33H52O7
HBA 7
HBD 1
MW 560.77
Rotatable Bonds 5
TPSA 99.13
LogP 5.87
Number Rings 4
Number Aromatic Rings 0
Heavy Atom Count 40
Formal Charge 0
Fraction CSP3 0.85
Exact Mass 560.37
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Myrianthus arboreus Cecropiaceae Plantae 1781621

Showing of synonyms

  • Ngounou FN, Lontsi D, et al. (1990). Myrianthiphyllin, The First Lignan Cinnamate from Myrianthus arboreus.. Planta medica,1990, 56(2), 227-229. [View] [PubMed]
Pubchem: 101603364
Nmrshiftdb2: 60026886

No compound-protein relationship available.

Structure

SMILES: C1CCCC(CC2)C1C(C=23)CCC4C3CCCC4

Level: 0

Mol. Weight: 560.77 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.85
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.840
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.56

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.240
Plasma Protein Binding
92.71
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
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
Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
5.510
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.270
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.530
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
7.480
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Safe
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
-1563.560
Rat (Acute)
2.940
Rat (Chronic Oral)
2.260
Fathead Minnow
7.100
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
471.710
Hydration Free Energy
-2.800
Log(D) at pH=7.4
5.720
Log(P)
6.57
Log S
-6.27
Log(Vapor Pressure)
-8.37
Melting Point
187.39
pKa Acid
11.36
pKa Basic
5.19
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8660
Aromatase P11511 CP19A_HUMAN Homo sapiens 3 0.7644
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7620
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 3 0.7467
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7337
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7314
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7313
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7078
Corticosteroid-binding globulin P31211 CBG_RAT Rattus norvegicus 3 0.7039

Download SDF