3beta-25-dihydroxy-4-methyl-5alpha,8alpha-epidioxy-2-ketoergost-9-ene - Compound Card

3beta-25-dihydroxy-4-methyl-5alpha,8alpha-epidioxy-2-ketoergost-9-ene

Select a section from the left sidebar

3beta-25-dihydroxy-4-methyl-5alpha,8alpha-epidioxy-2-ketoergost-9-ene

Structure
Zoomed Structure
  • Family: Animalia - Alcyoniidae
  • Kingdom: Animalia
  • Class: Steroid
    • Subclass: Polyhydroxylated Sterol
Canonical Smiles C[C@@H]([C@H]1CCC2[C@]1(C)CC=C1[C@@]32CC[C@@]2([C@]1(C)CC(=O)[C@@H]([C@H]2C)O)OO3)CC[C@@H](C(O)(C)C)C
InChI InChI=1S/C29H46O5/c1-17(8-9-18(2)25(4,5)32)20-10-11-22-26(20,6)13-12-23-27(7)16-21(30)24(31)19(3)29(27)15-14-28(22,23)33-34-29/h12,17-20,22,24,31-32H,8-11,13-16H2,1-7H3/t17-,18+,19-,20-,22?,24-,26-,27-,28+,29-/m1/s1
InChIKey PDKURZFMRJKEFO-KWIQYUJMSA-N
Formula C29H46O5
HBA 5
HBD 2
MW 474.68
Rotatable Bonds 5
TPSA 75.99
LogP 5.38
Number Rings 6
Number Aromatic Rings 0
Heavy Atom Count 34
Formal Charge 0
Fraction CSP3 0.9
Exact Mass 474.33
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Sinularia candidula Alcyoniidae Animalia 3286459

Showing of synonyms

  • Ahmed S, Ibrahim A and Arafa AS. (2013). Anti-H5N1 virus metabolites from the Red Sea soft coral, Sinularia candidula. Tetrahedron Letters,2013,54(19),2377-2381. [View]
Pubchem: 162817598

No compound-protein relationship available.

Structure

SMILES: C1CCC(C1C234)CC=C2C5C(OO4)(CC3)CCC(=O)C5

Level: 0

Mol. Weight: 474.68 g/mol

Antiviral

Absorption

Caco-2 (logPapp)
-4.8
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.61
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.45

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.28
Plasma Protein Binding
86.15
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
13.17
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.18
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.87
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
6.32
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Toxic
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
-178.7
Rat (Acute)
3.06
Rat (Chronic Oral)
1.71
Fathead Minnow
3.84
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
463.43
Hydration Free Energy
-3.04
Log(D) at pH=7.4
4.22
Log(P)
5.59
Log S
-5.55
Log(Vapor Pressure)
-8.65
Melting Point
199.99
pKa Acid
6.98
pKa Basic
5.61
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8149
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8149
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7690
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7690
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7680
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7680
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7639
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7639
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7526
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7526
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7313
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7313
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7305
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7305
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7239
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7239
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7210
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7210
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7205
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7205
Trichothecene 15-O-acetyltransferase TRI3 Q9C1B7 TRI3_FUSSP Fusarium sporotrichioides 3 0.7180
Trichothecene 15-O-acetyltransferase TRI3 Q9C1B7 TRI3_FUSSP Fusarium sporotrichioides 3 0.7180
Multidrug transporter MdfA P0AEY8 MDFA_ECOLI Escherichia coli 3 0.7164
Multidrug transporter MdfA P0AEY8 MDFA_ECOLI Escherichia coli 3 0.7164
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 3 0.7021
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 3 0.7021

Download SDF