(24S)-24-methylcholestan-1beta,3beta,5alpha,6beta,25-pentaol 25-monoacetate - Compound Card

(24S)-24-methylcholestan-1beta,3beta,5alpha,6beta,25-pentaol 25-monoacetate

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(24S)-24-methylcholestan-1beta,3beta,5alpha,6beta,25-pentaol 25-monoacetate

Structure
Zoomed Structure
  • Family: Animalia - Alcyoniidae
  • Kingdom: Animalia
  • Class: Terpenoid
    • Subclass: Diterpene
Canonical Smiles O[C@H]1C[C@@H](O)[C@]2([C@@](C1)(O)[C@H](O)C[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2[C@@H](CC[C@@H](C(OC(=O)C)(C)C)C)C)C)C
InChI InChI=1S/C30H52O6/c1-17(8-9-18(2)27(4,5)36-19(3)31)22-10-11-23-21-15-26(34)30(35)16-20(32)14-25(33)29(30,7)24(21)12-13-28(22,23)6/h17-18,20-26,32-35H,8-16H2,1-7H3/t17-,18+,20+,21+,22-,23+,24+,25-,26-,28-,29+,30+/m1/s1
InChIKey GBFIJKLUNHORPH-MTTSUKFNSA-N
Formula C30H52O6
HBA 6
HBD 4
MW 508.74
Rotatable Bonds 6
TPSA 107.22
LogP 4.46
Number Rings 4
Number Aromatic Rings 0
Heavy Atom Count 36
Formal Charge 0
Fraction CSP3 0.97
Exact Mass 508.38
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Sarcophyton acutum Alcyoniidae Animalia 339019

Showing of synonyms

  • Zidan S. A. H, Abdelhamid R. A, et al. (2020). Cytotoxic polyhydroxy sterols from the Egyptian Red Sea soft coral Sarcophyton acutum. Fitoterapia, 2020, 147, 104765.. [View] [PubMed]
Pubchem: 14632858
Nmrshiftdb2: 70009043

No compound-protein relationship available.

Structure

SMILES: C1CCC(C12)CCC3C2CCC4C3CCCC4

Level: 0

Mol. Weight: 508.74 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.99
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-5.01
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-1.83

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.9
Plasma Protein Binding
98.47
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
1.99
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-2.25
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.4
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
5.77
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
Safe
T. Pyriformis
-286.99
Rat (Acute)
3.99
Rat (Chronic Oral)
2.81
Fathead Minnow
3.64
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
466.83
Hydration Free Energy
-3.13
Log(D) at pH=7.4
4.46
Log(P)
4.94
Log S
-4.62
Log(Vapor Pressure)
-10.11
Melting Point
182.4
pKa Acid
8.23
pKa Basic
7.32
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 0.9212
Trichothecene 15-O-acetyltransferase TRI3 Q9C1B7 TRI3_FUSSP Fusarium sporotrichioides 3 0.8577
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8428
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 3 0.8402
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8378
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8338
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8236
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.8014
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7860
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7750
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7552
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7490
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7485
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7228
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7206
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7181
Predicted acetyltransferase Q97ML2 Q97ML2_CLOAB Clostridium acetobutylicum 3 0.7044
Avidin P02701 AVID_CHICK Gallus gallus 2 0.7025

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