11-hydroxy-7,9(11),13-abietatrien-12-one - Compound Card

11-hydroxy-7,9(11),13-abietatrien-12-one

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11-hydroxy-7,9(11),13-abietatrien-12-one

Structure
Zoomed Structure
  • Family: Plantae - Verbenaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Abietane Diterpenoid
Canonical Smiles OC1=C2C(=CC[C@@H]3[C@]2(C)CCCC3(C)C)C=C(C1=O)C(C)C
InChI InChI=1S/C20H28O2/c1-12(2)14-11-13-7-8-15-19(3,4)9-6-10-20(15,5)16(13)18(22)17(14)21/h7,11-12,15,22H,6,8-10H2,1-5H3/t15-,20-/m0/s1
InChIKey IDUOLJVTGNEBPF-YWZLYKJASA-N
Formula C20H28O2
HBA 2
HBD 1
MW 300.44
Rotatable Bonds 1
TPSA 37.3
LogP 5.13
Number Rings 3
Number Aromatic Rings 0
Heavy Atom Count 22
Formal Charge 0
Fraction CSP3 0.65
Exact Mass 300.21
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Clerodendrum eriophyllum Verbenaceae Plantae 54214

Showing of synonyms

  • Machumi F, Samoylenko V, et al. (2010). Antimicrobial and antiparasitic abietane diterpenoids from the roots of Clerodendrum eriophyllum. Natural Product Communication,2010,5(6),853-858. [View] [PubMed]
Pubchem: 9796369

No compound-protein relationship available.

Structure

SMILES: C1C(=O)C=CC(C=12)=CCC3C2CCCC3

Level: 0

Mol. Weight: 300.44 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.66
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.360
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.64

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.280
Plasma Protein Binding
85.57
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Substrate
CYP 2C19 Inhibitor
Inhibitor
CYP 2C19 Substrate
Substrate
CYP 2C9 Inhibitor
Inhibitor
CYP 2C9 Substrate
Non-Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
9.970
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.060
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.000
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.080
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
3.270
Rat (Acute)
1.770
Rat (Chronic Oral)
2.070
Fathead Minnow
4.240
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
378.230
Hydration Free Energy
-5.000
Log(D) at pH=7.4
4.310
Log(P)
5.15
Log S
-4.96
Log(Vapor Pressure)
-5.74
Melting Point
126.46
pKa Acid
8.1
pKa Basic
5.36
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8147
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8147
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.7798
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.7798
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7227
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7227

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