3'beta-methoxy-15beta-hydroxy calactin - Compound Card

3'beta-methoxy-15beta-hydroxy calactin

Select a section from the left sidebar

3'beta-methoxy-15beta-hydroxy calactin

Structure
Zoomed Structure
  • Family: Plantae - Apocynaceae
  • Kingdom: Plantae
  • Class: Steroid
    • Subclass: Cardenolide
Canonical Smiles CO[C@@H]1C[C@@H](C)O[C@@H]2[C@@]1(O)OC1C[C@@]3(C=O)[C@H](CC1O2)CC[C@@H]1C3CC[C@]2([C@]1(O)[C@H](O)C[C@@H]2C1=CC(=O)OC1)C
InChI InChI=1S/C30H42O10/c1-15-8-24(36-3)30(35)26(38-15)39-21-10-17-4-5-19-18(28(17,14-31)12-22(21)40-30)6-7-27(2)20(11-23(32)29(19,27)34)16-9-25(33)37-13-16/h9,14-15,17-24,26,32,34-35H,4-8,10-13H2,1-3H3/t15-,17+,18?,19-,20-,21?,22?,23-,24-,26+,27-,28-,29-,30+/m1/s1
InChIKey UPWUMSZDBNFMCV-CFTNEPPPSA-N
Formula C30H42O10
HBA 10
HBD 3
MW 562.66
Rotatable Bonds 3
TPSA 140.98
LogP 1.63
Number Rings 7
Number Aromatic Rings 0
Heavy Atom Count 40
Formal Charge 0
Fraction CSP3 0.87
Exact Mass 562.28
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Calotropis procera Apocynaceae Plantae 141467

Showing of synonyms

  • Mohamed N.H, Liu M, et al. (2015). Cytotoxic cardenolides from the latex of Calotropis procera. Bioorg Med Chem Lett, 2015, 25(20), 4615-20.. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: C1OC(=O)C=C1C2CCC(C23)C4C(CC3)C5C(CC4)CC6C(C5)OC7C(O6)OCCC7

Level: 1

Mol. Weight: 562.66 g/mol

Structure

SMILES: C1CCC(C12)CCC3C2CCC4C3CC5C(C4)OC6C(O5)CCCO6

Level: 0

Mol. Weight: 562.66 g/mol

Structure

SMILES: O=C1C=CCO1

Level: 0

Mol. Weight: 562.66 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.33
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.840
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
2.51

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.560
Plasma Protein Binding
52.68
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
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
2.880
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-2.980
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-1.610
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
6.670
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Toxic
NR-AR-LBD
Toxic
NR-Aromatase
Safe
NR-ER
Toxic
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-7367.580
Rat (Acute)
5.150
Rat (Chronic Oral)
1.420
Fathead Minnow
20.290
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
362.240
Hydration Free Energy
-2.920
Log(D) at pH=7.4
2.530
Log(P)
0.9
Log S
-3.42
Log(Vapor Pressure)
-11.83
Melting Point
227.08
pKa Acid
6.47
pKa Basic
4.85
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7574

Download SDF