8beta-hydroxycrotocorylifuran - Compound Card

8beta-hydroxycrotocorylifuran

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8beta-hydroxycrotocorylifuran

Structure
Zoomed Structure
  • Family: Plantae - Euphorbiaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Diterpenoid
Canonical Smiles COC(=O)[C@]12CC[C@]([C@@]3([C@H]2CCC=C1C(=O)OC)C[C@H](OC3=O)c1cocc1)(C)O
InChI InChI=1S/C22H26O8/c1-20(26)8-9-21(18(24)28-3)14(17(23)27-2)5-4-6-16(21)22(20)11-15(30-19(22)25)13-7-10-29-12-13/h5,7,10,12,15-16,26H,4,6,8-9,11H2,1-3H3/t15-,16-,20-,21+,22+/m0/s1
InChIKey ZDWSFDHHTMUQOB-ULAMTYHHSA-N
Formula C22H26O8
HBA 8
HBD 1
MW 418.44
Rotatable Bonds 3
TPSA 112.27
LogP 2.47
Number Rings 4
Number Aromatic Rings 1
Heavy Atom Count 30
Formal Charge 0
Fraction CSP3 0.59
Exact Mass 418.16
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Croton megalocarpoides Euphorbiaceae Plantae 1704624

Showing of synonyms

  • Ndunda B, Langat MK, et al. (2016). New ent-Clerodane and Abietane Diterpenoids from the Roots of Kenyan Croton megalocarpoides Friis and M. G. Gilbert.. Planta Med,2016,82(11-12),1079-1086. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: c1occc1C(C2)OC(=O)C23C4C(CCC3)C=CCC4

Level: 1

Mol. Weight: 418.44 g/mol

Structure

SMILES: C1COC(=O)C12C3C(CCC2)C=CCC3

Level: 0

Mol. Weight: 418.44 g/mol

Structure

SMILES: c1ccoc1

Level: 0

Mol. Weight: 418.44 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.81
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.870
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.28

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.750
Plasma Protein Binding
51.52
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
Non-Substrate
CYP 2C9 Inhibitor
Inhibitor
CYP 2C9 Substrate
Non-Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
7.360
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.000
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.070
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.150
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Safe
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
-39.150
Rat (Acute)
4.390
Rat (Chronic Oral)
2.220
Fathead Minnow
3.970
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Toxic
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
429.410
Hydration Free Energy
-3.710
Log(D) at pH=7.4
2.560
Log(P)
2.1
Log S
-4.12
Log(Vapor Pressure)
-8.2
Melting Point
197.26
pKa Acid
8.08
pKa Basic
4.89
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7867
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7867
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7823
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7823
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7601
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7601
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7470
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7470
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7413
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7413
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7390
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7390
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 2 0.7360
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 2 0.7360
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7288
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7288
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 2 0.7124
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 2 0.7124
Corticosteroid-binding globulin P31211 CBG_RAT Rattus norvegicus 3 0.7071
Corticosteroid-binding globulin P31211 CBG_RAT Rattus norvegicus 3 0.7071

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