(24R)-3beta-hydroxy-ethylcholest-5-en-6-one - Compound Card

(24R)-3beta-hydroxy-ethylcholest-5-en-6-one

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(24R)-3beta-hydroxy-ethylcholest-5-en-6-one

Structure
Zoomed Structure
  • Family: Plantae - Azzolaceae
  • Kingdom: Plantae
  • Class: Steroid
    • Subclass: Sterol
Canonical Smiles OCC[C@H]1CC[C@]2(C(=C1)C(=O)C[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2[C@@H](CCCC(C)C)C)C)C
InChI InChI=1S/C29H48O2/c1-19(2)7-6-8-20(3)23-9-10-24-22-18-27(31)26-17-21(13-16-30)11-14-29(26,5)25(22)12-15-28(23,24)4/h17,19-25,30H,6-16,18H2,1-5H3/t20-,21-,22+,23-,24+,25+,28-,29-/m1/s1
InChIKey PXPABZUEASBGNN-ZHQLMMCASA-N
Formula C29H48O2
HBA 2
HBD 1
MW 428.7
Rotatable Bonds 7
TPSA 37.3
LogP 7.21
Number Rings 4
Number Aromatic Rings 0
Heavy Atom Count 31
Formal Charge 0
Fraction CSP3 0.9
Exact Mass 428.37
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Azolla nilotica Azzolaceae Plantae 336974

Showing of synonyms

  • Arai Y, Nakagawa T, et al. (1998). Chemical constituents of aquatic fern Azolla nilotica. Phytochemistry,1998,48(3),471-474. [View]
Pubchem: 162817425
Nmrshiftdb2: 60020106

No compound-protein relationship available.

Structure

SMILES: C1CCC(C12)CCC3C2CC(=O)C=4C3CCCC4

Level: 0

Mol. Weight: 428.7 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.74
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.550
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.68

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
2.050
Plasma Protein Binding
88.02
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Substrate
CYP 2C19 Inhibitor
Non-Inhibitor
CYP 2C19 Substrate
Substrate
CYP 2C9 Inhibitor
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
11.170
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.450
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.610
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
5.830
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
-49.040
Rat (Acute)
2.130
Rat (Chronic Oral)
1.980
Fathead Minnow
3.920
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
464.130
Hydration Free Energy
-3.260
Log(D) at pH=7.4
6.160
Log(P)
7.74
Log S
-6.28
Log(Vapor Pressure)
-8.04
Melting Point
127.62
pKa Acid
11.48
pKa Basic
6.88
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.9216
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.9216
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8942
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8942
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 3 0.8855
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 3 0.8855
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8667
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8667
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8642
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8642
Vitamin D(3) 25-hydroxylase C4B644 CPVDH_PSEAH Pseudonocardia autotrophica 3 0.8576
Vitamin D(3) 25-hydroxylase C4B644 CPVDH_PSEAH Pseudonocardia autotrophica 3 0.8576
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.8572
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.8572
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8553
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8553
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.8477
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.8477
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.8237
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.8237
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8164
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8164
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.8028
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.8028
Nuclear receptor ROR-alpha P35398 RORA_HUMAN Homo sapiens 4 0.8022
Nuclear receptor ROR-alpha P35398 RORA_HUMAN Homo sapiens 4 0.8022
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8001
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8001
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7883
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7883
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.7794
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.7794
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7789
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7789
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7756
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.7756
Beta-elicitin cryptogein P15570 ELIB_PHYCR Phytophthora cryptogea 4 0.7662
Beta-elicitin cryptogein P15570 ELIB_PHYCR Phytophthora cryptogea 4 0.7662
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 3 0.7645
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 3 0.7645
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.7523
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.7523
Enoyl-[acyl-carrier-protein] reductase [NADH] P9WGR1 INHA_MYCTU Mycobacterium tuberculosis 3 0.7508
Enoyl-[acyl-carrier-protein] reductase [NADH] P9WGR1 INHA_MYCTU Mycobacterium tuberculosis 3 0.7508
Cholesterol side-chain cleavage enzyme, mitochondrial P05108 CP11A_HUMAN Homo sapiens 3 0.7457
Cholesterol side-chain cleavage enzyme, mitochondrial P05108 CP11A_HUMAN Homo sapiens 3 0.7457
Lanosterol 14-alpha-demethylase Q385E8 Q385E8_TRYB2 Trypanosoma brucei brucei 3 0.7449
Lanosterol 14-alpha-demethylase Q385E8 Q385E8_TRYB2 Trypanosoma brucei brucei 3 0.7449
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.7446
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.7446
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7398
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7398
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7234
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7234
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.7215
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.7215
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 3 0.7177
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 3 0.7177
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7166
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7166
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.7119
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.7119
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7101
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7101
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7075
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7075
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7058
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7058
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7027
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7027

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