11-hydroxyjasionone - Compound Card

11-hydroxyjasionone

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11-hydroxyjasionone

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Sesquiterpene
Canonical Smiles O=C1CC(CC[C@@]2(C(=CCC2)C1)C)C(O)(C)C
InChI InChI=1S/C15H24O2/c1-14(2,17)11-6-8-15(3)7-4-5-12(15)10-13(16)9-11/h5,11,17H,4,6-10H2,1-3H3/t11?,15-/m1/s1
InChIKey OCPMBSGYTVUCJD-JOPIAHFSSA-N
Formula C15H24O2
HBA 2
HBD 1
MW 236.35
Rotatable Bonds 1
TPSA 37.3
LogP 3.24
Number Rings 2
Number Aromatic Rings 0
Heavy Atom Count 17
Formal Charge 0
Fraction CSP3 0.8
Exact Mass 236.18
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Jasonia montana Asteraceae Plantae 441235

Showing of synonyms

  • Ahmed AA, Jakupovic J, et al. (1988). 11-Hydroxyjasionone, a new sesquiterpene type from Jasonia montana. Phytochemistry,1988,27(12),3875-3877. [View]
Pubchem: 162896309
Nmrshiftdb2: 60067726

No compound-protein relationship available.

Structure

SMILES: C1CCC(C=12)CCCCC(=O)C2

Level: 0

Mol. Weight: 236.35 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.68
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.290
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.54

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.490
Plasma Protein Binding
50.93
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
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
11.470
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.680
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.370
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.390
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
0.250
Rat (Acute)
1.920
Rat (Chronic Oral)
1.570
Fathead Minnow
3.810
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
314.410
Hydration Free Energy
-6.080
Log(D) at pH=7.4
1.800
Log(P)
2.47
Log S
-2.83
Log(Vapor Pressure)
-4.22
Melting Point
104.66
pKa Acid
9.23
pKa Basic
5.42
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.9061
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.9061
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8282
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8282
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8060
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8060
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7771
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7771
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7654
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7654
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7549
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7549
Fatty acid-binding protein 10-A, liver basic Q9I8L5 FA10A_DANRE Danio rerio 2 0.7534
Fatty acid-binding protein 10-A, liver basic Q9I8L5 FA10A_DANRE Danio rerio 2 0.7534
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7500
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7500
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7491
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7491
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7486
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7486
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7429
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7429
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7395
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7395
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.7369
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial Q0QF01 SDHA_PIG Sus scrofa 3 0.7369
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7350
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7350
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.7335
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 3 0.7335
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.7333
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.7333
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7239
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7239
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7231
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7231
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7229
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7229
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7209
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7209
Vitamin D3 receptor A Q9PTN2 VDRA_DANRE Danio rerio 3 0.7204
Vitamin D3 receptor A Q9PTN2 VDRA_DANRE Danio rerio 3 0.7204
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7201
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7201
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7151
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7151
Prolyl tripeptidyl peptidase Q7MUW6 PTP_PORGI Porphyromonas gingivalis 2 0.7071
Prolyl tripeptidyl peptidase Q7MUW6 PTP_PORGI Porphyromonas gingivalis 2 0.7071
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 4 0.7066
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 4 0.7066
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7046
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7046

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