7alpha,18-diacetoxy-13beta-methoxyabiet-8(14)-ene - Compound Card

7alpha,18-diacetoxy-13beta-methoxyabiet-8(14)-ene

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7alpha,18-diacetoxy-13beta-methoxyabiet-8(14)-ene

Structure
Zoomed Structure
  • Family: Plantae - Pinaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Abietane Diterpene
Canonical Smiles CO[C@@]1(CC[C@H]2C(=C1)[C@H](OC(=O)C)CC1[C@]2(C)CCC[C@@]1(C)COC(=O)C)C(C)C
InChI InChI=1S/C25H40O5/c1-16(2)25(28-7)12-9-20-19(14-25)21(30-18(4)27)13-22-23(5,15-29-17(3)26)10-8-11-24(20,22)6/h14,16,20-22H,8-13,15H2,1-7H3/t20-,21+,22?,23-,24+,25+/m0/s1
InChIKey AJRWAVGXZFZZSG-BBDBBVEMSA-N
Formula C25H40O5
HBA 5
HBD 0
MW 420.59
Rotatable Bonds 5
TPSA 61.83
LogP 5.08
Number Rings 3
Number Aromatic Rings 0
Heavy Atom Count 30
Formal Charge 0
Fraction CSP3 0.84
Exact Mass 420.29
Number of Lipinski Rule Violations 1
# 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: 162976244

No compound-protein relationship available.

Structure

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

Level: 0

Mol. Weight: 420.59 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.54
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.650
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.54

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.960
Plasma Protein Binding
72.59
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
11.590
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.840
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.060
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.060
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
Safe
T. Pyriformis
-17.580
Rat (Acute)
2.070
Rat (Chronic Oral)
1.860
Fathead Minnow
3.930
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
422.320
Hydration Free Energy
-3.990
Log(D) at pH=7.4
4.250
Log(P)
4.86
Log S
-5.65
Log(Vapor Pressure)
-6.21
Melting Point
91.69
pKa Acid
11.92
pKa Basic
6.02
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 0.8768
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.8768
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.8636
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.8636
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.8485
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.8485
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7822
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7822
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 3 0.7543
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 3 0.7543
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7396
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7396
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7272
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7272
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7239
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7239
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7147
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7147
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.7117
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.7117
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7095
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7095

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