Hypoestoxide - Compound Card

Hypoestoxide

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Hypoestoxide

Structure
Zoomed Structure
  • Family: Plantae - Acanthaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Diterpene
Canonical Smiles CC(=O)O[C@@H]1C[C@]2(C)O[C@H]2CC[C@]2([C@H](C[C@H]3C([C@H]1C(=C)C(=O)C3)(C)C)O2)C
InChI InChI=1S/C22H32O5/c1-12-15(24)9-14-10-18-21(5,27-18)8-7-17-22(6,26-17)11-16(25-13(2)23)19(12)20(14,3)4/h14,16-19H,1,7-11H2,2-6H3/t14-,16+,17-,18-,19-,21-,22-/m0/s1
InChIKey HNPAHGHFONBTLV-KSJQNFQUSA-N
Formula C22H32O5
HBA 5
HBD 0
MW 376.49
Rotatable Bonds 1
TPSA 68.43
LogP 3.59
Number Rings 4
Number Aromatic Rings 0
Heavy Atom Count 27
Formal Charge 0
Fraction CSP3 0.82
Exact Mass 376.22
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Hypoestes rosea Acanthaceae Plantae 13570

Showing of synonyms

  • Ojo-Amaize EA, Kapahi P, et al. (2001). Hypoestoxide, a novel anti-inflammatory natural diterpene,inhibits the activity of IkB kinase. Cellular Immunology,2001,Volume 209(2), 149-157. [View]
Pubchem: 11199742
Nmrshiftdb2: 70084732
CPRiL: 183137
Structure

SMILES: C1C(C2)CC(=O)C(=C)C1CCC(O3)C3CCC(O4)C24

Level: 0

Mol. Weight: 376.49 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.97
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.65
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.59

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.26
Plasma Protein Binding
36.56
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
15.27
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.47
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.29
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
5.94
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-7.27
Rat (Acute)
3.38
Rat (Chronic Oral)
1.49
Fathead Minnow
3.92
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Toxic

General Properties

Boiling Point
413.11
Hydration Free Energy
-4.81
Log(D) at pH=7.4
3.22
Log(P)
2.62
Log S
-3.61
Log(Vapor Pressure)
-5.81
Melting Point
75.25
pKa Acid
5.7
pKa Basic
3.63
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.9010
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7583
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 4 0.7372
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7306
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7278
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7087
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7054
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7008
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7003

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