(24S)-24-ethylcholesta-5-(E)-22-dien-3-beta-ol - Compound Card

(24S)-24-ethylcholesta-5-(E)-22-dien-3-beta-ol

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(24S)-24-ethylcholesta-5-(E)-22-dien-3-beta-ol

Structure
Zoomed Structure
  • Family: Plantae - Rubiaceae
  • Kingdom: Plantae
  • Class: Steroid
    • Subclass: Phytosterol
Canonical Smiles CC[C@@H](C(C)C)/C=C/[C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CC=C2[C@]1(C)CCC(C2)O)C
InChI InChI=1S/C29H48O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h8-10,19-21,23-27,30H,7,11-18H2,1-6H3/b9-8+/t20-,21-,23?,24+,25-,26+,27+,28+,29-/m1/s1
InChIKey HCXVJBMSMIARIN-WAYZHTCLSA-N
Formula C29H48O
HBA 1
HBD 1
MW 412.7
Rotatable Bonds 5
TPSA 20.23
LogP 7.8
Number Rings 4
Number Aromatic Rings 0
Heavy Atom Count 30
Formal Charge 0
Fraction CSP3 0.86
Exact Mass 412.37
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Pentas bussei Rubiaceae Plantae 387051
2 Pentas lanceolata Rubiaceae Plantae 25385
3 Pentas parvifolia Rubiaceae Plantae 296969

Showing of synonyms

  • Bukuru J, De Kimpe N, et al. (2003). Isolation and structural elucidation of natural products from Pentas bussei K. Krause, Pentas lanceolata (Forsk.) Deflers and Pentas parvifolia Hiern (Rubiaceae). Ph.D. Thesis, University of Ghent, Faculty of Bioscience Engineering, Belgium,2003. [View] [PubMed]
Pubchem: 91692579

No compound-protein relationship available.

Structure

SMILES: C1CCC(C12)CCC3C2CC=C4C3CCCC4

Level: 0

Mol. Weight: 412.7 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.8
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.52
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.9

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.86
Plasma Protein Binding
82.37
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
7.94
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.46
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.75
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
6.31
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
-32.4
Rat (Acute)
2.35
Rat (Chronic Oral)
1.92
Fathead Minnow
4.08
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
403.18
Hydration Free Energy
-3.81
Log(D) at pH=7.4
6.6
Log(P)
8.76
Log S
-6.91
Log(Vapor Pressure)
-7.05
Melting Point
141.42
pKa Acid
13.16
pKa Basic
7.99
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 3 0.9351
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 3 0.9351
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.9315
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.9315
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.9077
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.9077
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.9067
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.9067
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.9041
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.9041
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8986
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8986
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8977
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8977
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8828
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8828
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8814
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8814
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8786
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8786
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8670
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8670
Beta-elicitin cryptogein P15570 ELIB_PHYCR Phytophthora cryptogea 4 0.8545
Beta-elicitin cryptogein P15570 ELIB_PHYCR Phytophthora cryptogea 4 0.8545
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8539
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8539
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8468
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8468
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8399
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8399
Nuclear receptor ROR-alpha P35398 RORA_HUMAN Homo sapiens 5 0.8024
Nuclear receptor ROR-alpha P35398 RORA_HUMAN Homo sapiens 5 0.8024
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7962
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7962
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7930
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7930
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7742
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7742
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7740
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7740
Oxysterols receptor LXR-beta P55055 NR1H2_HUMAN Homo sapiens 4 0.7660
Oxysterols receptor LXR-beta P55055 NR1H2_HUMAN Homo sapiens 4 0.7660
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7559
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7559
Japanin M1MR49 M1MR49_RHIAP Rhipicephalus appendiculatus 5 0.7510
Japanin M1MR49 M1MR49_RHIAP Rhipicephalus appendiculatus 5 0.7510
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7455
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7455
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7454
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7454
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.7325
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.7325
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.7300
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.7300
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7293
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7293
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7236
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7236
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 4 0.7212
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 4 0.7212
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7211
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7211
Lanosterol 14-alpha-demethylase Q385E8 Q385E8_TRYB2 Trypanosoma brucei brucei 3 0.7026
Lanosterol 14-alpha-demethylase Q385E8 Q385E8_TRYB2 Trypanosoma brucei brucei 3 0.7026
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7001
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7001

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