4-epi-abietal - Compound Card

4-epi-abietal

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4-epi-abietal

Structure
Zoomed Structure
  • Family: Plantae - Cupressaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Monoterpene
Canonical Smiles O=C[C@]1(C)CCC[C@]2(C1CC=C1C2CCC(=C1)C(C)C)C
InChI InChI=1S/C20H30O/c1-14(2)15-6-8-17-16(12-15)7-9-18-19(3,13-21)10-5-11-20(17,18)4/h7,12-14,17-18H,5-6,8-11H2,1-4H3/t17?,18?,19-,20+/m0/s1
InChIKey HOFSYSONRIGEAC-GHBBCFCZSA-N
Formula C20H30O
HBA 1
HBD 0
MW 286.46
Rotatable Bonds 2
TPSA 17.07
LogP 5.32
Number Rings 3
Number Aromatic Rings 0
Heavy Atom Count 21
Formal Charge 0
Fraction CSP3 0.75
Exact Mass 286.23
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: 6427962

No compound-protein relationship available.

Structure

SMILES: C1=CCCC(C1=2)C3C(CC2)CCCC3

Level: 0

Mol. Weight: 286.46 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.68
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.27
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.4

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.9
Plasma Protein Binding
61.15
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
Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
9.37
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.22
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.11
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
6.23
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
0.85
Rat (Acute)
1.63
Rat (Chronic Oral)
1.23
Fathead Minnow
4.18
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
337.27
Hydration Free Energy
-2.41
Log(D) at pH=7.4
4.49
Log(P)
5.61
Log S
-5.41
Log(Vapor Pressure)
-4.5
Melting Point
68.22
pKa Acid
10.47
pKa Basic
6.44
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8192
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8192
Retinol-binding protein 1 P09455 RET1_HUMAN Homo sapiens 3 0.8032
Retinol-binding protein 1 P09455 RET1_HUMAN Homo sapiens 3 0.8032
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.7967
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.7967
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7959
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7959
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7946
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7946
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7937
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7937
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.7787
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.7787
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7686
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7686
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7532
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7532
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7504
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7504
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7398
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7398
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7295
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7295
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.7277
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.7277
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7189
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7189
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7187
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7187
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7129
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7129
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7023
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7023

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