23 R/S-3beta-hydroxycycloart-24-ene-23-methyl ether - Compound Card

23 R/S-3beta-hydroxycycloart-24-ene-23-methyl ether

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23 R/S-3beta-hydroxycycloart-24-ene-23-methyl ether

Structure
Zoomed Structure
  • Family: Plantae - Euphorbiaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Cycloartane-Type Triterpene
Canonical Smiles COC(C[C@H]([C@H]1CC[C@@]2([C@]1(C)CC[C@@]13[C@@H]2CC[C@@H]2[C@]3(C1)CC[C@@H](C2(C)C)O)C)C)C=C(C)C
InChI InChI=1S/C31H52O2/c1-20(2)17-22(33-8)18-21(3)23-11-13-29(7)25-10-9-24-27(4,5)26(32)12-14-30(24)19-31(25,30)16-15-28(23,29)6/h17,21-26,32H,9-16,18-19H2,1-8H3/t21-,22?,23-,24+,25-,26+,28-,29+,30-,31+/m1/s1
InChIKey PYLVJHMVROIJPS-POOAPYCBSA-N
Formula C31H52O2
HBA 2
HBD 1
MW 456.76
Rotatable Bonds 5
TPSA 29.46
LogP 7.79
Number Rings 5
Number Aromatic Rings 0
Heavy Atom Count 33
Formal Charge 0
Fraction CSP3 0.94
Exact Mass 456.4
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Euphorbia dendroides Euphorbiaceae Plantae 38845

Showing of synonyms

  • Hassan A.R, Ashour A, et al. (2022). A new cycloartane triterpene and other phytoconstituents from the aerial parts of Euphorbia dendroides. Natural product research, 2022, 36(3), 828-836. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: C1CCCC(C1(C234)C2)CCC3C5C(CC4)CCC5

Level: 0

Mol. Weight: 456.76 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.73
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.510
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.96

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.660
Plasma Protein Binding
86.04
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
Non-Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
8.390
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.470
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.070
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
6.790
Micronucleos
Safe
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
-132.860
Rat (Acute)
2.270
Rat (Chronic Oral)
1.920
Fathead Minnow
3.860
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
421.180
Hydration Free Energy
-2.680
Log(D) at pH=7.4
7.140
Log(P)
8.34
Log S
-7.11
Log(Vapor Pressure)
-7.94
Melting Point
197.34
pKa Acid
12.88
pKa Basic
8.16
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.8399
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8224
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8164
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8001
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7932
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7587
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.7467
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7440
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7340

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