Abietinal - Compound Card

Abietinal

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Abietinal

Structure
Zoomed Structure
  • Family: Plantae - Cupressaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Abietane Diterpene
Canonical Smiles O=C[C@]1(C)CCC[C@]2([C@H]1CC=C1[C@@H]2CCC(=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-LWYYNNOASA-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 Cedrus atlantica Pinaceae Plantae 123597
2 Juniperus species Cupressaceae Plantae 13100

Showing of synonyms

  • Barrero AF, Quílez del Moral JF, et al. (2005). Abietane diterpenes from the cones of Cedrus atlantica. Phytochemistry,2005,66(1),105-111. [View] [PubMed]
  • Barrero AF, Quılez del Moral JF, et al. (2004). Oxygenated diterpenes and other constituents from Moroccan Juniperus phoenicea and Juniperus thurifera var. africana. Phytochemistry,2004,65,2507-2515. [View] [PubMed]
Pubchem: 443479
Kegg Ligand: C11887
Chebi: 29509
Nmrshiftdb2: 60031471

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)
-4.71
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
-2.39

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.9
Plasma Protein Binding
63.23
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
9.65
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.14
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
6.19
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
1.38
Rat (Acute)
1.65
Rat (Chronic Oral)
1.23
Fathead Minnow
3.92
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
342.16
Hydration Free Energy
-2.4
Log(D) at pH=7.4
4.42
Log(P)
5.6
Log S
-5.39
Log(Vapor Pressure)
-4.62
Melting Point
73.82
pKa Acid
10.39
pKa Basic
6.39
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8757
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8757
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7877
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7877
Beta-elicitin cryptogein P15570 ELIB_PHYCR Phytophthora cryptogea 3 0.7849
Beta-elicitin cryptogein P15570 ELIB_PHYCR Phytophthora cryptogea 3 0.7849
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7701
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7701
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.7540
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.7540
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7537
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7537
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7470
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7470
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7268
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7268
Lanosterol synthase P48449 ERG7_HUMAN Homo sapiens 3 0.7261
Lanosterol synthase P48449 ERG7_HUMAN Homo sapiens 3 0.7261
Retinol-binding protein 1 P09455 RET1_HUMAN Homo sapiens 3 0.7221
Retinol-binding protein 1 P09455 RET1_HUMAN Homo sapiens 3 0.7221
Cellular retinol-binding protein type II Q8UVG6 Q8UVG6_DANRE Danio rerio 3 0.7114
Cellular retinol-binding protein type II Q8UVG6 Q8UVG6_DANRE Danio rerio 3 0.7114

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