1-hydroxy-guai-3,10(14)-diene - Compound Card

1-hydroxy-guai-3,10(14)-diene

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1-hydroxy-guai-3,10(14)-diene

Structure
Zoomed Structure
  • Family: Plantae - Capparaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Sesquiterpenoid
Canonical Smiles CC(C1CCC(=C)C2(C(C1)C(=CC2)C)O)C
InChI InChI=1S/C15H24O/c1-10(2)13-6-5-12(4)15(16)8-7-11(3)14(15)9-13/h7,10,13-14,16H,4-6,8-9H2,1-3H3
InChIKey FUIREXPFHXOXGQ-UHFFFAOYSA-N
Formula C15H24O
HBA 1
HBD 1
MW 220.36
Rotatable Bonds 1
TPSA 20.23
LogP 3.7
Number Rings 2
Number Aromatic Rings 0
Heavy Atom Count 16
Formal Charge 0
Fraction CSP3 0.73
Exact Mass 220.18
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Cleome droserifolia Capparaceae Plantae 511510
2 Cleome droserifolia Capparaceae Plantae 511510

Showing of synonyms

  • Motaal AA, Ezzat SM, et al. (2011). Determination of bioactive markers in Cleome droserifolia using cell based bioassays for antidiabetic activity and isolation of two novel active compounds. Phytomedicine,2011,19(1),38-41. [View] [PubMed]
  • Ezzat SM, Motaal AA (2012). Isolation of new cytotoxic metabolites from Cleome droserifolia growing in Egypt. Zeitschrift für Naturforschung C,2012,67,266-274. [View] [PubMed]
Pubchem: 163063293
Nmrshiftdb2: 70047533

No compound-protein relationship available.

Structure

SMILES: C1CCCC(=C)C(C12)CC=C2

Level: 0

Mol. Weight: 220.36 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.62
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.19
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.77

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.55
Plasma Protein Binding
28.66
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Substrate
CYP 2C19 Inhibitor
Inhibitor
CYP 2C19 Substrate
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
12.99
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.76
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.3
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.58
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
3.42
Rat (Acute)
1.74
Rat (Chronic Oral)
1.63
Fathead Minnow
4.11
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
272.54
Hydration Free Energy
-3.1
Log(D) at pH=7.4
3.23
Log(P)
4.97
Log S
-3.9
Log(Vapor Pressure)
-2.47
Melting Point
61.27
pKa Acid
11.03
pKa Basic
8.75
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.8664
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.8664
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8463
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8463
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8459
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8459
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.8242
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.8242
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7917
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7917
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7820
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7820
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 3 0.7715
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 3 0.7715
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7713
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7713
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 3 0.7489
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 3 0.7489
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7329
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7329
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7267
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7267
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7250
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7250
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7225
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7225
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7217
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7217
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7180
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7180
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7107
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7107
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 3 0.7080
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 3 0.7080
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7056
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7056
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7044
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7044

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