3beta-14beta, 15alpha-16alpha hydroxy-20-oxo-Delta5pregnene-tetra-ol - Compound Card

3beta-14beta, 15alpha-16alpha hydroxy-20-oxo-Delta5pregnene-tetra-ol

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3beta-14beta, 15alpha-16alpha hydroxy-20-oxo-Delta5pregnene-tetra-ol

Structure
Zoomed Structure
  • Family: Plantae - Apocynaceae
  • Kingdom: Plantae
  • Class: Steroid
    • Subclass: Pregnane Derivative
Canonical Smiles O[C@H]1CC[C@]2(C(=CCC3C2CC[C@]2([C@]3(O)[C@@H](O)[C@H](C2C(=O)C)O)C)C1)C
InChI InChI=1S/C21H32O5/c1-11(22)16-17(24)18(25)21(26)15-5-4-12-10-13(23)6-8-19(12,2)14(15)7-9-20(16,21)3/h4,13-18,23-26H,5-10H2,1-3H3/t13-,14?,15?,16?,17-,18-,19-,20+,21+/m0/s1
InChIKey TYFLJOSYFLFOMY-PLYMQCKYSA-N
Formula C21H32O5
HBA 5
HBD 4
MW 364.48
Rotatable Bonds 1
TPSA 97.99
LogP 1.57
Number Rings 4
Number Aromatic Rings 0
Heavy Atom Count 26
Formal Charge 0
Fraction CSP3 0.86
Exact Mass 364.22
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Solenostemma argel Apocynaceae Plantae 219273

Showing of synonyms

  • Hassan HA, Hamed AI, et al. (2001). Pregnene derivatives from Solenostemma argel leaves. Phytochemistry,2001,57(4),507-511. [View] [PubMed]
Pubchem: 22297479
Nmrshiftdb2: 4460

No compound-protein relationship available.

Structure

SMILES: C1CCC(C12)CCC3C2CC=C4C3CCCC4

Level: 0

Mol. Weight: 364.48 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.61
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.74
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.15

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.71
Plasma Protein Binding
55.88
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
Non-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
4.83
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-2.21
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.5
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
4.51
Micronucleos
Toxic
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
-5.34
Rat (Acute)
3.17
Rat (Chronic Oral)
2.61
Fathead Minnow
3.92
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
428.31
Hydration Free Energy
-9.7
Log(D) at pH=7.4
1.59
Log(P)
1.7
Log S
-2.92
Log(Vapor Pressure)
-9.55
Melting Point
191.76
pKa Acid
8.07
pKa Basic
5.74
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 0.9352
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 3 0.9352
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
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7825
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7825
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7690
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7690
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7563
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7563
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 4 0.7436
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 4 0.7436
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7356
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7356
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7120
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7120
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7015
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7015

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