6-methoxy-2-[(6-methoxymentha-1,3,5-trien-3-yl)oxy]-mentha-1,3,5-trien-3-ol - Compound Card

6-methoxy-2-[(6-methoxymentha-1,3,5-trien-3-yl)oxy]-mentha-1,3,5-trien-3-ol

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6-methoxy-2-[(6-methoxymentha-1,3,5-trien-3-yl)oxy]-mentha-1,3,5-trien-3-ol

Structure
Zoomed Structure
  • Family: Plantae - Cupressaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Diterpenoid
Canonical Smiles O[C@H]1C[C@H](O)C(C2[C@@]1(C)c1ccc(c(c1CC2)C(C)C)O)(C)C
InChI InChI=1S/C20H30O3/c1-11(2)18-12-6-9-15-19(3,4)16(22)10-17(23)20(15,5)13(12)7-8-14(18)21/h7-8,11,15-17,21-23H,6,9-10H2,1-5H3/t15?,16-,17-,20+/m0/s1
InChIKey ZRLCCWFNSMFSHZ-VZSDVLBXSA-N
Formula C20H30O3
HBA 3
HBD 3
MW 318.46
Rotatable Bonds 1
TPSA 60.69
LogP 3.49
Number Rings 3
Number Aromatic Rings 1
Heavy Atom Count 23
Formal Charge 0
Fraction CSP3 0.7
Exact Mass 318.22
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Tetraclinis articulata Cupressaceae Plantae 13717
2 Tetraclinis articulata Cupressaceae Plantae 13717

Showing of synonyms

  • Barrero A.F, Quílez del Moral J.F, et al. (2003). Diterpenoids from Tetraclinis articulata that Inhibit Various Human Leukocyte Functions. Journal of natural products, 2003, 66(6), 844-50. [View] [PubMed]
  • Barrero AF, Quılez del Moral JF, et al. (2003). Diterpenoids from Tetraclinis articulata that inhibit various human leukocyte functions. Journal of Natural Products,2003,66(6),844-850. [View] [PubMed]
Pubchem: 10936061

No compound-protein relationship available.

Structure

SMILES: c1cccc(c12)CCC3C2CCCC3

Level: 0

Mol. Weight: 318.46 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.91
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.54
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.67

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.6
Plasma Protein Binding
69.75
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
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
13.94
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.51
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.42
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
5.22
Micronucleos
Safe
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
Toxic
T. Pyriformis
1.32
Rat (Acute)
2.95
Rat (Chronic Oral)
2.44
Fathead Minnow
3.94
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
366.75
Hydration Free Energy
-8.72
Log(D) at pH=7.4
3.38
Log(P)
3.78
Log S
-3.91
Log(Vapor Pressure)
-7.0
Melting Point
161.65
pKa Acid
10.16
pKa Basic
5.91
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Norsolorinic acid synthase Q12053 AFLC_ASPPU Aspergillus parasiticus 3 0.8606
Norsolorinic acid synthase Q12053 AFLC_ASPPU Aspergillus parasiticus 3 0.8606
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8509
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8509
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.8317
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.8317
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 3 0.8234
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 3 0.8234
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.8058
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.8058
Chitinase Q54276 Q54276_SERMA Serratia marcescens 3 0.7993
Chitinase Q54276 Q54276_SERMA Serratia marcescens 3 0.7993
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7961
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7961
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7863
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7863
Sulfotransferase 1E1 P49888 ST1E1_HUMAN Homo sapiens 4 0.7853
Sulfotransferase 1E1 P49888 ST1E1_HUMAN Homo sapiens 4 0.7853
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.7818
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.7818
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7808
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7808
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7626
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7626
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7617
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 3 0.7617
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7525
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7525
Sulfotransferase 1E1 P49891 ST1E1_MOUSE Mus musculus 4 0.7461
Sulfotransferase 1E1 P49891 ST1E1_MOUSE Mus musculus 4 0.7461
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7264
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7264
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7218
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7218
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7117
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7117
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7048
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7048

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