Phyllocladanol - Compound Card

Phyllocladanol

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Phyllocladanol

Structure
Zoomed Structure
  • Family: Plantae - Cupressaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Monoterpene
Canonical Smiles C[C@@]1(O)C[C@@]23C[C@H]1CC[C@@H]3[C@@]1([C@@H](CC2)C(C)(C)CCC1)C
InChI InChI=1S/C20H34O/c1-17(2)9-5-10-18(3)15(17)8-11-20-12-14(6-7-16(18)20)19(4,21)13-20/h14-16,21H,5-13H2,1-4H3/t14-,15+,16-,18+,19-,20+/m1/s1
InChIKey FZSRMADKTOBCNT-LZHQGQFHSA-N
Formula C20H34O
HBA 1
HBD 1
MW 290.49
Rotatable Bonds 0
TPSA 20.23
LogP 5.17
Number Rings 4
Number Aromatic Rings 0
Heavy Atom Count 21
Formal Charge 0
Fraction CSP3 1.0
Exact Mass 290.26
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Cupressus arizonica Cupressaceae Plantae 49011

Showing of synonyms

  • Cheraif I, Jannet HB, et al. (2007). Chemical composition and antimicrobial activity of essential oils of Cupressus arizonica Greene. Biochemical Systematics and Ecology,2007,35,813 -820. [View]
Pubchem: 101306763
Nmrshiftdb2: 60067736

No compound-protein relationship available.

Structure

SMILES: C1CC(C2)CCC(C123)C4C(CC3)CCCC4

Level: 0

Mol. Weight: 290.49 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.7
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.26
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.92

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.1
Plasma Protein Binding
66.36
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
Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
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
16.87
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.62
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.12
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.96
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Toxic
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
0.22
Rat (Acute)
1.7
Rat (Chronic Oral)
1.4
Fathead Minnow
3.85
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
344.62
Hydration Free Energy
-1.05
Log(D) at pH=7.4
5.21
Log(P)
5.24
Log S
-5.68
Log(Vapor Pressure)
-5.49
Melting Point
159.61
pKa Acid
12.47
pKa Basic
9.47
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.8393
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.8393
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.8334
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.8334
Retinol-binding protein 2 P50120 RET2_HUMAN Homo sapiens 3 0.8228
Retinol-binding protein 2 P50120 RET2_HUMAN Homo sapiens 3 0.8228
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 3 0.8196
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 3 0.8196
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7923
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7923
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7887
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7887
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7728
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7728
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 3 0.7583
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 3 0.7583
Retinol-binding protein 1 P09455 RET1_HUMAN Homo sapiens 3 0.7486
Retinol-binding protein 1 P09455 RET1_HUMAN Homo sapiens 3 0.7486
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7403
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7403
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7359
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7359
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7347
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7347
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7306
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7306
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7206
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7206
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7202
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7202
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7175
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7175
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7067
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7067

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