7alpha,18-diacetoxyabiet-8(14)-en-13beta-ol - Compound Card

7alpha,18-diacetoxyabiet-8(14)-en-13beta-ol

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7alpha,18-diacetoxyabiet-8(14)-en-13beta-ol

Structure
Zoomed Structure
  • Family: Plantae - Pinaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Abietane Diterpene
Canonical Smiles CC(=O)O[C@@H]1CC2[C@@](C)(CCC[C@@]2([C@@H]2C1=C[C@](O)(CC2)C(C)C)C)COC(=O)C
InChI InChI=1S/C24H38O5/c1-15(2)24(27)11-8-19-18(13-24)20(29-17(4)26)12-21-22(5,14-28-16(3)25)9-7-10-23(19,21)6/h13,15,19-21,27H,7-12,14H2,1-6H3/t19-,20+,21?,22-,23+,24+/m0/s1
InChIKey KQVWNDSMMYPVJY-ZOGKATQASA-N
Formula C24H38O5
HBA 5
HBD 1
MW 406.56
Rotatable Bonds 4
TPSA 72.83
LogP 4.42
Number Rings 3
Number Aromatic Rings 0
Heavy Atom Count 29
Formal Charge 0
Fraction CSP3 0.83
Exact Mass 406.27
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Cedrus atlantica Pinaceae Plantae 123597

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]
Pubchem: 162934705

No compound-protein relationship available.

Structure

SMILES: C1CCCC(C=12)C3C(CC2)CCCC3

Level: 0

Mol. Weight: 406.56 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.54
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.67
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.61

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.8
Plasma Protein Binding
68.98
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Substrate
CYP 2C19 Inhibitor
Non-Inhibitor
CYP 2C19 Substrate
Non-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
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
11.25
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.59
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.05
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.17
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Toxic
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-10.18
Rat (Acute)
2.81
Rat (Chronic Oral)
1.83
Fathead Minnow
3.92
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
408.81
Hydration Free Energy
-3.96
Log(D) at pH=7.4
3.61
Log(P)
3.68
Log S
-4.8
Log(Vapor Pressure)
-6.67
Melting Point
123.17
pKa Acid
9.93
pKa Basic
6.08
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.8580
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.8580
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.8214
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.8214
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7561
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7561
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7233
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7233
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7208
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7208
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7183
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7183
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7040
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7040

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