Kirkinine B - Compound Card

Kirkinine B

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Kirkinine B

Structure
Zoomed Structure
  • Family: Plantae - Thymelaeaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Daphnane Diterpene Ester
Canonical Smiles OC[C@@]12O[C@@H]1[C@@H]1[C@@H]3O[C@]45O[C@@]1([C@@H]1[C@]([C@H]2O)(O)C(=O)[C@@H](C1[C@H](C)CCCCCCCC/C=C\C=C\C=C\5)C)[C@H](C[C@]3(O4)C(=C)C)C
InChI InChI=1S/C37H52O8/c1-22(2)33-20-24(4)37-27-30(33)43-35(44-33,45-37)19-17-15-13-11-9-7-6-8-10-12-14-16-18-23(3)26-25(5)29(39)36(41,28(26)37)32(40)34(21-38)31(27)42-34/h9,11,13,15,17,19,23-28,30-32,38,40-41H,1,6-8,10,12,14,16,18,20-21H2,2-5H3/b11-9-,15-13+,19-17+/t23-,24+,25-,26?,27+,28+,30+,31-,32+,33+,34-,35+,36+,37+/m1/s1
InChIKey TYWBKGNJJMNVEX-GXPCNFAASA-N
Formula C37H52O8
HBA 8
HBD 3
MW 624.82
Rotatable Bonds 2
TPSA 117.98
LogP 4.92
Number Rings 7
Number Aromatic Rings 0
Heavy Atom Count 45
Formal Charge 0
Fraction CSP3 0.76
Exact Mass 624.37
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Synaptolepis kirkii Thymelaeaceae Plantae 2896602
2 Synaptolepis kirkii Thymelaeaceae Plantae 2896602

Showing of synonyms

  • He W, Cik M, et al. (2002). Neurotrophic and antileukemic daphnane diterpenoids from Synaptolepis kirkii. Bioorganic and Medicinal Chemistry,2002,10(10),3245-3255. [View] [PubMed]
  • He W, De Kimpe N. (2000). Study of biological active principles from Kenyan medicinal plants. PhD Thesis, University of Ghent, Belgium, 2000-2001. [View]

No compound-protein relationship available.

Structure

SMILES: C1C(=O)C2CC(O3)C3C(C(O4)C(O5)CC6)C6(O7)C2C1CCCCCCCCCC=CC=CC=CC457

Level: 0

Mol. Weight: 624.82 g/mol

Antitumor

Absorption

Caco-2 (logPapp)
-5.01
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.74
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
39.34

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.82
Plasma Protein Binding
80.81
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
Non-Inhibitor

Excretion

Clearance
8.71
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.54
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.15
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
8.02
Micronucleos
Toxic
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
Toxic
T. Pyriformis
-75253.21
Rat (Acute)
4.1
Rat (Chronic Oral)
2.92
Fathead Minnow
107.85
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Toxic
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
5826.54
Hydration Free Energy
-2.92
Log(D) at pH=7.4
4.83
Log(P)
6.63
Log S
-5.56
Log(Vapor Pressure)
-157.18
Melting Point
181.96
pKa Acid
3.6
pKa Basic
3.32
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7289
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7289

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