18-hydroxy-3-deoxyhugorosenone - Compound Card

18-hydroxy-3-deoxyhugorosenone

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18-hydroxy-3-deoxyhugorosenone

Structure
Zoomed Structure
  • Family: Plantae - Liliaceae
  • Kingdom: Plantae
  • Class: Terpenoid
Canonical Smiles OC[C@@H]1[C@H](O)C(=O)C=C2[C@@H]1CC[C@@H]1[C@]2(C)CC[C@](C1)(C)C=C
InChI InChI=1S/C19H28O3/c1-4-18(2)7-8-19(3)12(10-18)5-6-13-14(11-20)17(22)16(21)9-15(13)19/h4,9,12-14,17,20,22H,1,5-8,10-11H2,2-3H3/t12-,13+,14-,17-,18-,19-/m0/s1
InChIKey CBINNKOKCWDREG-SWXRVVBXSA-N
Formula C19H28O3
HBA 3
HBD 2
MW 304.43
Rotatable Bonds 2
TPSA 57.53
LogP 2.87
Number Rings 3
Number Aromatic Rings 0
Heavy Atom Count 22
Formal Charge 0
Fraction CSP3 0.74
Exact Mass 304.2
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Hugonia castaneifolia Liliaceae Plantae 610148

Showing of synonyms

  • Baraza LD, Joseph CC, et al. (2008). Antifungal rosane diterpenes and other constituents of Hugonia castaneifolia.. Phytochemistry,2008,69(1),200-205. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: C1CCCC(C1C=23)CCC3CCC(=O)C2

Level: 0

Mol. Weight: 304.43 g/mol

Antifungal

Absorption

Caco-2 (logPapp)
-4.63
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.380
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.83

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.920
Plasma Protein Binding
65.67
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Non-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
Non-Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
10.950
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.180
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.570
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.160
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Toxic
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Toxic
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-2.090
Rat (Acute)
2.810
Rat (Chronic Oral)
2.330
Fathead Minnow
3.920
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
371.750
Hydration Free Energy
-6.900
Log(D) at pH=7.4
2.690
Log(P)
2.91
Log S
-3.39
Log(Vapor Pressure)
-7.03
Melting Point
163.56
pKa Acid
8.82
pKa Basic
5.16
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.8182
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.8182
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.8142
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.8142
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.8003
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.8003
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7641
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7641
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7470
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7470
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7404
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7404
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7353
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7353
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7317
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7317
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7234
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7234
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7100
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7100
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7011
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7011

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