18-hydroxyhugorosenone - Compound Card

18-hydroxyhugorosenone

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18-hydroxyhugorosenone

Structure
Zoomed Structure
  • Family: Plantae - Liliaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Diterpenoid
Canonical Smiles C=C[C@]1(C)CC[C@@]2([C@@H](C1)CC[C@@H]1C2=CC(=O)[C@@H](C1(C)CO)O)C
InChI InChI=1S/C20H30O3/c1-5-18(2)8-9-19(3)13(11-18)6-7-14-15(19)10-16(22)17(23)20(14,4)12-21/h5,10,13-14,17,21,23H,1,6-9,11-12H2,2-4H3/t13-,14-,17+,18-,19-,20?/m1/s1
InChIKey MTAGALXGQXZRRV-LLXWJBRZSA-N
Formula C20H30O3
HBA 3
HBD 2
MW 318.46
Rotatable Bonds 2
TPSA 57.53
LogP 3.26
Number Rings 3
Number Aromatic Rings 0
Heavy Atom Count 23
Formal Charge 0
Fraction CSP3 0.75
Exact Mass 318.22
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Hugonia castaneifolia Liliaceae Plantae 610148
2 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]
  • Mdee LK, Waibel R, et al. (1998). Rosane diterpenes and bis-dinorditerpenes from Hugonia casteneifolia.. Phytochemistry,1998,49(4),1107-1113. [View] [PubMed]
Pubchem: 100918312

No compound-protein relationship available.

Structure

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

Level: 0

Mol. Weight: 318.46 g/mol

Antifungal

Absorption

Caco-2 (logPapp)
-4.57
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.39
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.89

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.96
Plasma Protein Binding
65.75
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
10.63
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.02
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.4
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.09
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Toxic
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
-2.74
Rat (Acute)
2.81
Rat (Chronic Oral)
2.26
Fathead Minnow
3.92
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
369.3
Hydration Free Energy
-7.03
Log(D) at pH=7.4
3.0
Log(P)
3.0
Log S
-3.82
Log(Vapor Pressure)
-6.91
Melting Point
170.83
pKa Acid
8.19
pKa Basic
5.07
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 3 0.8477
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 3 0.8477
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.8144
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.8144
Retinoic acid receptor RXR Q8T5C6 RXR_BIOGL Biomphalaria glabrata 3 0.7696
Retinoic acid receptor RXR Q8T5C6 RXR_BIOGL Biomphalaria glabrata 3 0.7696
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7473
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7473
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7445
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7445
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7292
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7292
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7291
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7291
Rhodopsin P02699 OPSD_BOVIN Bos taurus 3 0.7224
Rhodopsin P02699 OPSD_BOVIN Bos taurus 3 0.7224
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7057
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7057
Retinol-binding protein 4 P18902 RET4_BOVIN Bos taurus 3 0.7049
Retinol-binding protein 4 P18902 RET4_BOVIN Bos taurus 3 0.7049
Vitamin D-binding protein P02774 VTDB_HUMAN Homo sapiens 2 0.7045
Vitamin D-binding protein P02774 VTDB_HUMAN Homo sapiens 2 0.7045

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