22-de-O-acetyl-26-deoxyneoboutomellerone - Compound Card

22-de-O-acetyl-26-deoxyneoboutomellerone

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22-de-O-acetyl-26-deoxyneoboutomellerone

Structure
Zoomed Structure
  • Family: Plantae - Euphorbiaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Cycloartane Triterpenoid
Canonical Smiles CC(=O)O[C@H]1C[C@@]2([C@]([C@H]1[C@@H]([C@H](C(=O)C(=C)C(C)C)O)C)(C)CC[C@@]13[C@H]2C[C@@H](O)[C@@H]2[C@]3(C1)C=CC(=O)[C@H]2C)C
InChI InChI=1S/C32H46O6/c1-16(2)17(3)27(36)28(37)19(5)26-23(38-20(6)33)14-30(8)24-13-22(35)25-18(4)21(34)9-10-32(25)15-31(24,32)12-11-29(26,30)7/h9-10,16,18-19,22-26,28,35,37H,3,11-15H2,1-2,4-8H3/t18-,19+,22-,23+,24+,25-,26+,28-,29-,30+,31+,32-/m1/s1
InChIKey KHXMEICODXVFMZ-PGKSTZMJSA-N
Formula C32H46O6
HBA 6
HBD 2
MW 526.71
Rotatable Bonds 6
TPSA 100.9
LogP 4.67
Number Rings 5
Number Aromatic Rings 0
Heavy Atom Count 38
Formal Charge 0
Fraction CSP3 0.78
Exact Mass 526.33
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Neoboutonia macrocalyx Euphorbiaceae Plantae 1260343

Showing of synonyms

  • Namukobe J, Kiremire BT, et al. (2014). Cycloartane triterpenes from the leaves of Neoboutonia macrocalyx L.. Phytochemistry,2014,102,189-196. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: C1CCC(CC2)C1C(C2(C345)C3)CCC5CC(=O)C=C4

Level: 0

Mol. Weight: 526.71 g/mol

Anti-plasmodial
Cytotoxic

Absorption

Caco-2 (logPapp)
-4.84
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.67
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-2.09

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.52
Plasma Protein Binding
98.45
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
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
Inhibitor

Excretion

Clearance
7.15
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-1.56
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.06
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
7.15
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Toxic
NR-AR-LBD
Toxic
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-1110.96
Rat (Acute)
3.81
Rat (Chronic Oral)
2.42
Fathead Minnow
3.7
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Toxic
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
475.87
Hydration Free Energy
-2.96
Log(D) at pH=7.4
4.61
Log(P)
3.74
Log S
-5.54
Log(Vapor Pressure)
-8.95
Melting Point
221.99
pKa Acid
7.86
pKa Basic
2.61
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.8366
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.8366
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8181
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8181
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7577
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7577
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.7526
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.7526
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7463
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7463
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.7454
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.7454
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7303
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7303
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7094
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7094

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