Diketolinifoliol - Compound Card

Diketolinifoliol

Select a section from the left sidebar

Diketolinifoliol

Structure
Zoomed Structure
  • Family: Plantae - Lamiaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Diterpenoid
Canonical Smiles C=C[C@@]1(C)CC[C@H]2C(=C1)C(=O)C[C@@H]1[C@]2(C)CCC(=O)C1(C)C
InChI InChI=1S/C20H28O2/c1-6-19(4)9-7-14-13(12-19)15(21)11-16-18(2,3)17(22)8-10-20(14,16)5/h6,12,14,16H,1,7-11H2,2-5H3/t14-,16-,19-,20+/m0/s1
InChIKey IOCKHKBAJGJHFL-JKTDJZPLSA-N
Formula C20H28O2
HBA 2
HBD 0
MW 300.44
Rotatable Bonds 1
TPSA 34.14
LogP 4.5
Number Rings 3
Number Aromatic Rings 0
Heavy Atom Count 22
Formal Charge 0
Fraction CSP3 0.7
Exact Mass 300.21
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Leucas linifolia Lamiaceae Plantae 483831

Showing of synonyms

  • Ele S, G/Yesus T, et al. (2007). Chemical studies of Leucas martinicensis. M.Sc. Thesis, Addis Ababa University, Ethiopia,2007. [View] [PubMed]
Pubchem: 139045174

No compound-protein relationship available.

Structure

SMILES: C1CCCC(C=12)C3C(CC2=O)CC(=O)CC3

Level: 0

Mol. Weight: 300.44 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.4
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.61
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.11

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.24
Plasma Protein Binding
72.35
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Substrate
CYP 2C19 Inhibitor
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
15.79
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.81
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.16
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.34
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
-0.53
Rat (Acute)
2.1
Rat (Chronic Oral)
1.57
Fathead Minnow
3.92
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
376.58
Hydration Free Energy
-4.53
Log(D) at pH=7.4
3.41
Log(P)
4.14
Log S
-4.53
Log(Vapor Pressure)
-5.46
Melting Point
118.7
pKa Acid
9.51
pKa Basic
3.26
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.9315
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.9315
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.8990
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.8990
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8574
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8574
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 3 0.8335
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 3 0.8335
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.8270
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.8270
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.8113
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.8113
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7988
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7988
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7944
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7944
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7856
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7856
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7755
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7755
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7716
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7716
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7708
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7708
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7699
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7699
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7659
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7659
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7656
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7656
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7626
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7626
NPC intracellular cholesterol transporter 1 O15118 NPC1_HUMAN Homo sapiens 3 0.7607
NPC intracellular cholesterol transporter 1 O15118 NPC1_HUMAN Homo sapiens 3 0.7607
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7596
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7596
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7507
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7507
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7503
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7503
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7477
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7477
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7454
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7454
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7439
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7439
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7419
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7419
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7403
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7403
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7396
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7396
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7393
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7393
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7383
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7383
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7382
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7382
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7365
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7365
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7362
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7362
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7360
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7360
Androgen receptor P19091 ANDR_MOUSE Mus musculus 3 0.7354
Androgen receptor P19091 ANDR_MOUSE Mus musculus 3 0.7354
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7353
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7353
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7348
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7348
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7325
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7325
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7324
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7324
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7315
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7315
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 2 0.7304
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 2 0.7304
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7289
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7289
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7264
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7264
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7264
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7264
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7247
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7247
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7237
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7237
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7222
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7222
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7213
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7213
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7198
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7198
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7192
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7192
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7188
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7188
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7169
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7169
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7153
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7153
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7125
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7125
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7091
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7091
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 2 0.7089
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 2 0.7089
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7070
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7070
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7048
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7048
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7035
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7035
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7017
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7017
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7003
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7003
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7001
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7001
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7000
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7000

Download SDF