Viscic acid - Compound Card

Viscic acid

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Viscic acid

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Sesquiterpene
Canonical Smiles C=C1[C@H](O)CC[C@]2([C@H]1C[C@@H](CC2)C(=C)C(=O)O)C
InChI InChI=1S/C15H22O3/c1-9(14(17)18)11-4-6-15(3)7-5-13(16)10(2)12(15)8-11/h11-13,16H,1-2,4-8H2,3H3,(H,17,18)/t11-,12+,13-,15+/m1/s1
InChIKey GQDFYCPPHMEHJL-COMQUAJESA-N
Formula C15H22O3
HBA 2
HBD 2
MW 250.34
Rotatable Bonds 2
TPSA 57.53
LogP 2.76
Number Rings 2
Number Aromatic Rings 0
Heavy Atom Count 18
Formal Charge 0
Fraction CSP3 0.67
Exact Mass 250.16
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Dittrichia graveolens Asteraceae Plantae 1532790
2 Tarchonanthus camphoratus Asteraceae Plantae 41650

Showing of synonyms

  • Abou-Douh AM (2008). New eudesmane derivatives and other sesquiterpenes from the epigeal parts of Dittrichia graveolens. Chemical and Pharmaceutical Bulletin,2008,56(11),1535-1545. [View] [PubMed]
  • Hegazy MEF, Tawfik WA, et al. (2015). Sesquiterpene acid derivatives from Tarchonanthus camphoratus. Research Journal of Pharmaceutical, Biological and Chemical Sciences,2015,6(1),659-663. [View]
Pubchem: 38348725
Nmrshiftdb2: 60022688

No compound-protein relationship available.

Structure

SMILES: C=C1CCCC(C12)CCCC2

Level: 0

Mol. Weight: 250.34 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.71
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.51
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.5

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.51
Plasma Protein Binding
56.28
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
Non-Substrate
CYP 2C9 Inhibitor
Non-Inhibitor
CYP 2C9 Substrate
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
4.63
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.52
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
-0.37
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
3.03
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
-1.6
Rat (Acute)
2.76
Rat (Chronic Oral)
2.48
Fathead Minnow
3.94
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
331.9
Hydration Free Energy
-7.52
Log(D) at pH=7.4
0.0
Log(P)
2.56
Log S
-2.74
Log(Vapor Pressure)
-6.11
Melting Point
138.54
pKa Acid
4.1
pKa Basic
8.11
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.9180
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.9180
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.9161
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.9161
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 3 0.9059
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 3 0.9059
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 3 0.9058
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 3 0.9058
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8978
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8978
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.8934
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.8934
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8833
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8833
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8792
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8792
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8724
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8724
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.8657
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.8657
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8341
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8341
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8332
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8332
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.8291
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.8291
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.8105
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.8105
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.8017
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.8017
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7970
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7970
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7923
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7923
NPC intracellular cholesterol transporter 1 O15118 NPC1_HUMAN Homo sapiens 3 0.7749
NPC intracellular cholesterol transporter 1 O15118 NPC1_HUMAN Homo sapiens 3 0.7749
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7732
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7732
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7629
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7629
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 3 0.7553
Streptavidin P22629 SAV_STRAV Streptomyces avidinii 3 0.7553
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7523
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7523
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7505
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7505
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7505
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7505
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7489
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7489
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7486
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7486
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7483
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7483
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7474
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7474
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7472
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7472
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7419
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7419
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7398
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7398
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7384
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7384
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7384
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7384
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7383
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7383
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7380
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7380
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7379
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7379
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7373
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7373
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7368
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7368
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7365
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7365
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7323
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7323
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7319
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7319
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7314
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7314
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7314
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7314
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7306
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7306
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7296
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7296
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7292
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7292
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7291
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7291
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7281
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7281
Avidin P02701 AVID_CHICK Gallus gallus 3 0.7257
Avidin P02701 AVID_CHICK Gallus gallus 3 0.7257
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7245
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7245
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7243
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7243
Corticosteroid-binding globulin P31211 CBG_RAT Rattus norvegicus 3 0.7227
Corticosteroid-binding globulin P31211 CBG_RAT Rattus norvegicus 3 0.7227
Glucocorticoid receptor P04150 GCR_HUMAN Homo sapiens 3 0.7220
Glucocorticoid receptor P04150 GCR_HUMAN Homo sapiens 3 0.7220
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7213
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7213
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7208
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7208
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7203
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7203
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7202
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7202
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7201
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7201
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7197
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7197
Androgen receptor P19091 ANDR_MOUSE Mus musculus 3 0.7194
Androgen receptor P19091 ANDR_MOUSE Mus musculus 3 0.7194
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7189
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7189
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7186
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7186
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7184
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7184
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7180
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7180
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7176
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7176
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7174
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7174
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7169
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7169
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7163
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7163
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7162
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7162
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7160
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7160
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7154
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7154
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7150
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7150
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7142
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7142
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7126
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7126
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7126
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7126
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7123
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7123
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7112
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7112
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7111
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7111
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7055
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7055

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