(23zeta)-23-isopropyl-24-methyl-cycloart-25-en-3beta-yl acetate - Compound Card

(23zeta)-23-isopropyl-24-methyl-cycloart-25-en-3beta-yl acetate

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(23zeta)-23-isopropyl-24-methyl-cycloart-25-en-3beta-yl acetate

Structure
Zoomed Structure
  • Family: Rutaceae
  • Kingdom: Plantae
  • Class: Steroid
    • Subclass: Phytosterol
Canonical Smiles CC(=O)O[C@H]1CC[C@]23C(C1(C)C)CCC1[C@@]3(C2)CC[C@]2([C@@]1(C)CC[C@@H]2[C@@H](CC([C@@H](C(=C)C)C)C(C)C)C)C
InChI InChI=1S/C36H60O2/c1-22(2)25(6)27(23(3)4)20-24(5)28-14-16-34(11)30-13-12-29-32(8,9)31(38-26(7)37)15-17-35(29)21-36(30,35)19-18-33(28,34)10/h23-25,27-31H,1,12-21H2,2-11H3/t24-,25-,27?,28-,29?,30?,31+,33-,34+,35-,36+/m1/s1
InChIKey KCBLTSLTPXUEEF-IJNYNHLPSA-N
Formula C36H60O2
HBA 2
HBD 0
MW 524.87
Rotatable Bonds 7
TPSA 26.3
LogP 9.87
Number Rings 5
Number Aromatic Rings 0
Heavy Atom Count 38
Formal Charge 0
Fraction CSP3 0.92
Exact Mass 524.46
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Murraya exotica Rutaceae Plantae 2901850

Showing of synonyms

  • Desoky EK (1995). Phytosterols from Murraya exotica. Phytochemistry,1995,40(6),1769-1772. [View]
Pubchem: 162877776

No compound-protein relationship available.

Structure

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

Level: 0

Mol. Weight: 244.42 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.91
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.79
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.0

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
2.28
Plasma Protein Binding
98.23
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
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
4.22
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.57
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.77
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
7.52
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Toxic
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-1069.54
Rat (Acute)
2.27
Rat (Chronic Oral)
1.77
Fathead Minnow
6.84
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
444.7
Hydration Free Energy
-2.93
Log(D) at pH=7.4
8.63
Log(P)
10.99
Log S
-7.48
Log(Vapor Pressure)
-8.0
Melting Point
173.92
pKa Acid
12.43
pKa Basic
7.16
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8840
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8840
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8491
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8491
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8411
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8411
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 3 0.8293
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 3 0.8293
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8191
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8191
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 3 0.8093
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 3 0.8093
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8011
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8011
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7998
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7998
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7778
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7778
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7752
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7752
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7633
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7633
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7626
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7626
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7617
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7617
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7616
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7616
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7591
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7591
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7452
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7452
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 2 0.7172
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 2 0.7172
Avidin P02701 AVID_CHICK Gallus gallus 2 0.7098
Avidin P02701 AVID_CHICK Gallus gallus 2 0.7098
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 2 0.7071
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 2 0.7071
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7021
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7021

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