24-methylene-cholest-5-en-3beta,7alpha-diol - Compound Card

24-methylene-cholest-5-en-3beta,7alpha-diol

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24-methylene-cholest-5-en-3beta,7alpha-diol

Structure
Zoomed Structure
  • Family: Plantae - Meliaceae
  • Kingdom: Plantae
  • Class: Terpene
    • Subclass: Triterpene
Canonical Smiles C=C(C(C)C)CC[C@@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2[C@H](O)CC2=C[C@H](CC[C@]12C)O)C
InChI InChI=1S/C28H46O2/c1-17(2)18(3)7-8-19(4)22-9-10-23-26-24(12-14-28(22,23)6)27(5)13-11-21(29)15-20(27)16-25(26)30/h15,17,19,21-26,29-30H,3,7-14,16H2,1-2,4-6H3/t19-,21-,22+,23-,24-,25+,26-,27-,28+/m0/s1
InChIKey QPOVMNDFLALRBM-PXGZMZAMSA-N
Formula C28H46O2
HBA 2
HBD 2
MW 414.67
Rotatable Bonds 5
TPSA 40.46
LogP 6.53
Number Rings 4
Number Aromatic Rings 0
Heavy Atom Count 30
Formal Charge 0
Fraction CSP3 0.86
Exact Mass 414.35
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Entandrophragma congoënse Meliaceae Plantae 2590899

Showing of synonyms

  • Happi GM, Talontsi FM, et al. (2018). seco-Tiaminic acids B and C: Identification of two novel 3,4-seco-tirucallane triterpenoids isolated from the root of Entandrophragma congoënse (Meliaceae).. Fitoterapia,2018, 124, 17-22. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: C1CCC(C12)CCC3C2CCC=4C3CCCC4

Level: 0

Mol. Weight: 414.67 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.84
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.48
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.88

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.5
Plasma Protein Binding
79.7
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
10.92
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.45
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.1
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
5.82
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
-28.86
Rat (Acute)
3.05
Rat (Chronic Oral)
1.97
Fathead Minnow
3.92
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
409.91
Hydration Free Energy
-3.55
Log(D) at pH=7.4
5.61
Log(P)
6.5
Log S
-6.12
Log(Vapor Pressure)
-7.99
Melting Point
150.71
pKa Acid
11.82
pKa Basic
7.6
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.9307
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.9206
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.9107
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8991
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8878
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8670
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.8659
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8627
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 3 0.8489
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8467
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8406
Lanosterol 14-alpha-demethylase Q385E8 Q385E8_TRYB2 Trypanosoma brucei brucei 4 0.8376
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8351
Cholesterol side-chain cleavage enzyme, mitochondrial P05108 CP11A_HUMAN Homo sapiens 3 0.8335
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.8145
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.8003
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 3 0.8000
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7983
Oxysterols receptor LXR-beta P55055 NR1H2_HUMAN Homo sapiens 4 0.7943
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7823
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7804
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7791
Retinol-binding protein 2 P50120 RET2_HUMAN Homo sapiens 3 0.7773
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7678
Beta-elicitin cryptogein P15570 ELIB_PHYCR Phytophthora cryptogea 4 0.7664
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7579
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7480
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 3 0.7460
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7457
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7441
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7415
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7379
Apocarotenoid-15,15'-oxygenase P74334 ACOX_SYNY3 Synechocystis sp 5 0.7348
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.7325
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7276
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 3 0.7218
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 3 0.7208
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7205
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7176
Nuclear receptor ROR-alpha P35398 RORA_HUMAN Homo sapiens 5 0.7126
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7071
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7047
NPC intracellular cholesterol transporter 1 O15118 NPC1_HUMAN Homo sapiens 3 0.7046

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