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Viscic acid
- 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
Viscic acid
- 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]
No compound-protein relationship available.
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 |