Calotroprocerone A - Compound Card

Calotroprocerone A

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Calotroprocerone A

Structure
Zoomed Structure
  • Family: Plantae - Apocynaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Ursane-Type Triterpene
Canonical Smiles C=C1CC[C@]2([C@H]([C@@H]1C)C1=CCC3[C@@]([C@@]1(CC2)C)(C)CC=C1[C@]3(C)CCC(=O)C1(C)C)C
InChI InChI=1S/C30H44O/c1-19-11-14-27(5)17-18-29(7)21(25(27)20(19)2)9-10-23-28(6)15-13-24(31)26(3,4)22(28)12-16-30(23,29)8/h9,12,20,23,25H,1,10-11,13-18H2,2-8H3/t20-,23?,25-,27-,28+,29-,30-/m1/s1
InChIKey JPUAKFAZBBXKGI-CJNQANTPSA-N
Formula C30H44O
HBA 1
HBD 0
MW 420.68
Rotatable Bonds 0
TPSA 17.07
LogP 8.07
Number Rings 5
Number Aromatic Rings 0
Heavy Atom Count 31
Formal Charge 0
Fraction CSP3 0.77
Exact Mass 420.34
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Calotropis procera Apocynaceae Plantae 141467

Showing of synonyms

  • Ibrahim SRM, Mohamed GA, et al. (2012). New ursane-type triterpenes from the root bark of Calotropis procera. Phytochemistry Letters,2012,5(3),490-495. [View]
Pubchem: 162856582
Nmrshiftdb2: 70085587

No compound-protein relationship available.

Structure

SMILES: C=C(C1)CCC(C1C=23)CCC3C4C(CC2)C5C(=CC4)CC(=O)CC5

Level: 0

Mol. Weight: 420.68 g/mol

Anticancer

Absorption

Caco-2 (logPapp)
-4.8
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.61
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.13

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
2.25
Plasma Protein Binding
88.35
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
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
9.91
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.46
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.87
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
6.4
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
-36.16
Rat (Acute)
1.91
Rat (Chronic Oral)
1.26
Fathead Minnow
4.38
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
427.5
Hydration Free Energy
-3.83
Log(D) at pH=7.4
5.91
Log(P)
7.63
Log S
-6.68
Log(Vapor Pressure)
-6.94
Melting Point
175.58
pKa Acid
11.2
pKa Basic
5.69
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8241
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8241
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8026
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8026
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7730
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7730
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7376
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7376
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7186
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7186

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