Teucladiol - Compound Card

Teucladiol

Select a section from the left sidebar

Teucladiol

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Sesquiterpenoid
Canonical Smiles CC([C@@H]1CCC(=C)[C@H]2[C@H]([C@@H]1O)[C@@](C)(O)CC2)C
InChI InChI=1S/C15H26O2/c1-9(2)11-6-5-10(3)12-7-8-15(4,17)13(12)14(11)16/h9,11-14,16-17H,3,5-8H2,1-2,4H3/t11-,12-,13+,14+,15-/m0/s1
InChIKey ZNMYSAIHYWXIRW-AHDPXTMNSA-N
Formula C15H26O2
HBA 2
HBD 2
MW 238.37
Rotatable Bonds 1
TPSA 40.46
LogP 2.75
Number Rings 2
Number Aromatic Rings 0
Heavy Atom Count 17
Formal Charge 0
Fraction CSP3 0.87
Exact Mass 238.19
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Cleome droserifolia Capparaceae Plantae 511510
2 Cleome droserifolia Capparaceae Plantae 511510
3 Chrysothamnus viscidiflorus Asteraceae Plantae 72914
4 Pluchea dioscoridis Asteraceae Plantae —

Showing of synonyms

  • Mahmoud AA (1997). 7-Epi-eudesmanes, eudesmanoic acids, eudesmanolides and other sesquiterpenenes from Pluchea dioscoridis. Phytochemistry,1997,45(8),1633-1638. [View]
  • Ahmed AA, Hegazy MEF, et al. (2006). Constituents of Chrysothamnus viscidiflorus. Phytochemistry,2006,67,1547-1553. [View] [PubMed]
  • Motaal AA, Ezzat SM, et al. (2011). Determination of bioactive markers in Cleome droserifolia using cell based bioassays for antidiabetic activity and isolation of two novel active compounds. Phytomedicine,2011,19(1),38-41. [View] [PubMed]
  • Ezzat SM, Motaal AA (2012). Isolation of new cytotoxic metabolites from Cleome droserifolia growing in Egypt. Zeitschrift für Naturforschung C,2012,67,266-274. [View] [PubMed]
Pubchem: 16046185
Nmrshiftdb2: 70003662

No compound-protein relationship available.

Structure

SMILES: C=C1CCCCC(C12)CCC2

Level: 0

Mol. Weight: 238.37 g/mol

Anticancer

Absorption

Caco-2 (logPapp)
-4.78
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.16
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.74

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.56
Plasma Protein Binding
52.58
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
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
Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
12.2
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.35
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.13
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
3.64
Micronucleos
Safe
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
-0.54
Rat (Acute)
2.24
Rat (Chronic Oral)
1.55
Fathead Minnow
3.75
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
311.5
Hydration Free Energy
-6.13
Log(D) at pH=7.4
2.23
Log(P)
3.56
Log S
-2.95
Log(Vapor Pressure)
-4.45
Melting Point
116.07
pKa Acid
11.02
pKa Basic
8.76
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8580
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8580
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.8558
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.8558
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8373
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8373
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8370
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8370
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8032
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8032
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7886
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7886
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7879
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7879
Abscisic acid receptor PYL10 Q8H1R0 PYL10_ARATH Arabidopsis thaliana 3 0.7854
Abscisic acid receptor PYL10 Q8H1R0 PYL10_ARATH Arabidopsis thaliana 3 0.7854
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7755
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7755
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7682
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7682
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7676
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7676
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7644
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7644
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 3 0.7640
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 3 0.7640
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7632
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7632
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7608
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7608
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.7607
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.7607
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7509
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7509
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7453
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7453
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7397
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7397
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7376
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7376
Vitamin D-binding protein P02774 VTDB_HUMAN Homo sapiens 2 0.7363
Vitamin D-binding protein P02774 VTDB_HUMAN Homo sapiens 2 0.7363
Aromatase P11511 CP19A_HUMAN Homo sapiens 3 0.7318
Aromatase P11511 CP19A_HUMAN Homo sapiens 3 0.7318
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7297
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7297
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7281
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7281
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7271
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7271
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7267
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7267
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7224
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7224
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7187
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7187
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7087
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7087
Corticosteroid-binding globulin P31211 CBG_RAT Rattus norvegicus 3 0.7066
Corticosteroid-binding globulin P31211 CBG_RAT Rattus norvegicus 3 0.7066
Abscisic acid receptor PYL9 Q84MC7 PYL9_ARATH Arabidopsis thaliana 3 0.7058
Abscisic acid receptor PYL9 Q84MC7 PYL9_ARATH Arabidopsis thaliana 3 0.7058
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7046
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7046
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7038
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7038
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7037
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7037
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7014
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7014
3-ketosteroid dehydrogenase Q9RA02 Q9RA02_RHOER Rhodococcus erythropolis 2 0.7007
3-ketosteroid dehydrogenase Q9RA02 Q9RA02_RHOER Rhodococcus erythropolis 2 0.7007

Download SDF