Humistratagenin - Compound Card

Humistratagenin

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Humistratagenin

Structure
Zoomed Structure
  • Family: Plantae - Apocynaceae
  • Kingdom: Plantae
  • Class: Cardenolide
    • Subclass: Cardenolide Aglycone
Canonical Smiles O=C[C@]12C[C@@H](O)[C@@H](C[C@@H]1CC=C1[C@@H]2CC[C@]2([C@]1(O)CC[C@@H]2C1=CC(=O)OC1)C)O
InChI InChI=1S/C23H30O6/c1-21-6-4-16-17(3-2-14-9-18(25)19(26)10-22(14,16)12-24)23(21,28)7-5-15(21)13-8-20(27)29-11-13/h3,8,12,14-16,18-19,25-26,28H,2,4-7,9-11H2,1H3/t14-,15+,16-,18+,19+,21+,22+,23-/m0/s1
InChIKey YLOYXTXFQUNHHV-XWRSMLSYSA-N
Formula C23H30O6
HBA 6
HBD 3
MW 402.49
Rotatable Bonds 2
TPSA 104.06
LogP 1.67
Number Rings 5
Number Aromatic Rings 0
Heavy Atom Count 29
Formal Charge 0
Fraction CSP3 0.74
Exact Mass 402.2
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Gomphocarpus sinaicus Apocynaceae Plantae 2291033

Showing of synonyms

  • Abdel-Azim NS, Hammouda FM, et al. (1996). Re-investigation of the cardenolide glycosides from Gomphocarpus sinaicus. Phytochemistry,1996,42(2),523-529. [View]
Pubchem: 101985995
Nmrshiftdb2: 70013533

No compound-protein relationship available.

Structure

SMILES: C1OC(=O)C=C1C2CCC(C23)C=4C(CC3)C5C(CC4)CCCC5

Level: 1

Mol. Weight: 402.49 g/mol

Structure

SMILES: C1CCC(C12)CCC3C2=CCC4C3CCCC4

Level: 0

Mol. Weight: 402.49 g/mol

Structure

SMILES: O=C1C=CCO1

Level: 0

Mol. Weight: 402.49 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.97
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.9
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-2.05

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.52
Plasma Protein Binding
48.7
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
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
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
5.41
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-2.23
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-1.03
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
5.48
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Toxic
NR-AR-LBD
Toxic
NR-Aromatase
Toxic
NR-ER
Toxic
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-30.33
Rat (Acute)
4.29
Rat (Chronic Oral)
1.41
Fathead Minnow
3.92
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Toxic
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Toxic

General Properties

Boiling Point
492.07
Hydration Free Energy
-4.51
Log(D) at pH=7.4
1.58
Log(P)
0.51
Log S
-3.14
Log(Vapor Pressure)
-10.27
Melting Point
234.05
pKa Acid
6.83
pKa Basic
6.01
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 0.9082
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.9082
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 3 0.8572
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 3 0.8572
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8472
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8472
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8023
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8023
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7822
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7822
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7710
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7710
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.7615
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.7615
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.7535
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.7535
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7526
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7526
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7210
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7210
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7110
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7110

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