11-hydroxyeremophil-6(7),9(10)-dien-8-one - Compound Card

11-hydroxyeremophil-6(7),9(10)-dien-8-one

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11-hydroxyeremophil-6(7),9(10)-dien-8-one

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Sesquiterpene Lactone
Canonical Smiles O=C1C=C2CCC[C@@H]([C@]2(C=C1C(O)(C)C)C)C
InChI InChI=1S/C15H22O2/c1-10-6-5-7-11-8-13(16)12(14(2,3)17)9-15(10,11)4/h8-10,17H,5-7H2,1-4H3/t10-,15+/m0/s1
InChIKey WXPKUEOZWGDJJE-ZUZCIYMTSA-N
Formula C15H22O2
HBA 2
HBD 1
MW 234.34
Rotatable Bonds 1
TPSA 37.3
LogP 3.02
Number Rings 2
Number Aromatic Rings 0
Heavy Atom Count 17
Formal Charge 0
Fraction CSP3 0.67
Exact Mass 234.16
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Senecio desfontainei Asteraceae Plantae 183639

Showing of synonyms

  • Ahmed AA (1991). Eremophilanes from Senecio desfontainei. Journal of Natural Products,1991,54(1),271-272. [View]
Pubchem: 14830797
Nmrshiftdb2: 60033513

No compound-protein relationship available.

Structure

SMILES: C1CCCC(C1=2)C=CC(=O)C2

Level: 0

Mol. Weight: 234.34 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.61
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.160
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.7

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.510
Plasma Protein Binding
64.76
Steady State Volume of Distribution
-

Metabolism

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

Excretion

Clearance
6.080
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.090
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.130
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.760
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
1.180
Rat (Acute)
2.340
Rat (Chronic Oral)
1.670
Fathead Minnow
3.900
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
308.420
Hydration Free Energy
-6.430
Log(D) at pH=7.4
2.510
Log(P)
2.92
Log S
-2.93
Log(Vapor Pressure)
-3.96
Melting Point
105.33
pKa Acid
10.24
pKa Basic
5.91
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8687
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8687
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7883
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7883
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7823
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7823
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7546
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7546
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7530
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7530
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7502
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7502
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7433
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7433
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7394
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7394
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7370
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7370
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.7354
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.7354
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7338
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7338
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7304
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7304
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7232
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7232
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7162
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7162
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7156
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7156
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7138
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7138
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7088
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7088
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7080
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7080

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