Hugorosediol - Compound Card

Hugorosediol

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Hugorosediol

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[C@@H]([C@@]1(C)CO)O)C
InChI InChI=1S/C20H32O2/c1-5-18(2)10-11-19(3)14(12-18)6-7-16-15(19)8-9-17(22)20(16,4)13-21/h5,8,14,16-17,21-22H,1,6-7,9-13H2,2-4H3/t14-,16-,17+,18-,19-,20+/m1/s1
InChIKey LOMPYCNRFSPPGT-YLKQWYNWSA-N
Formula C20H32O2
HBA 2
HBD 2
MW 304.47
Rotatable Bonds 2
TPSA 40.46
LogP 4.08
Number Rings 3
Number Aromatic Rings 0
Heavy Atom Count 22
Formal Charge 0
Fraction CSP3 0.8
Exact Mass 304.24
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Hugonia busseana Liliaceae Plantae 586373
2 Hugonia castaneifolia Liliaceae Plantae 610148

Showing of synonyms

  • Baraza LD, Joseph CC, et al. (2007). A new cytotoxic and larvicidal himachalenoid, rosanoids and other constituents of Hugonia busseana.. Natural Product Research,2007,21(11),1027-1031. [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: 10662318
Nmrshiftdb2: 70086172

No compound-protein relationship available.

Structure

SMILES: C1CCCC(C1C=23)CCC3CCCC2

Level: 0

Mol. Weight: 304.47 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.7
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.29
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-3.0

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.0
Plasma Protein Binding
63.03
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
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
16.14
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.44
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.81
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
5.08
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
-1.74
Rat (Acute)
2.94
Rat (Chronic Oral)
1.82
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
341.36
Hydration Free Energy
-5.01
Log(D) at pH=7.4
3.57
Log(P)
4.69
Log S
-4.45
Log(Vapor Pressure)
-6.32
Melting Point
153.74
pKa Acid
11.08
pKa Basic
6.7
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.8825
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.8825
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.8542
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.8542
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 3 0.8452
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 3 0.8452
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 3 0.7926
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 3 0.7926
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7855
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7855
Retinoic acid receptor RXR Q8T5C6 RXR_BIOGL Biomphalaria glabrata 3 0.7760
Retinoic acid receptor RXR Q8T5C6 RXR_BIOGL Biomphalaria glabrata 3 0.7760
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7687
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7687
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7653
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7653
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7621
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7621
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7609
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7609
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7525
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7525
Rhodopsin P02699 OPSD_BOVIN Bos taurus 3 0.7466
Rhodopsin P02699 OPSD_BOVIN Bos taurus 3 0.7466
Lanosterol synthase P48449 ERG7_HUMAN Homo sapiens 3 0.7367
Lanosterol synthase P48449 ERG7_HUMAN Homo sapiens 3 0.7367
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7220
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7220
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7200
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7200
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7168
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7168
Retinol-binding protein 2 P50120 RET2_HUMAN Homo sapiens 3 0.7164
Retinol-binding protein 2 P50120 RET2_HUMAN Homo sapiens 3 0.7164
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7103
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7103
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7084
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7084

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