4,5,8-trihydroxy-santolin-1-ene - Compound Card

4,5,8-trihydroxy-santolin-1-ene

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4,5,8-trihydroxy-santolin-1-ene

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Monoterpene
Canonical Smiles C=CC(C(O)(C)C)C(C(O)(C)C)O
InChI InChI=1S/C10H20O3/c1-6-7(9(2,3)12)8(11)10(4,5)13/h6-8,11-13H,1H2,2-5H3
InChIKey VTGQDJVKAUERHE-UHFFFAOYSA-N
Formula C10H20O3
HBA 3
HBD 3
MW 188.27
Rotatable Bonds 4
TPSA 60.69
LogP 0.69
Number Rings 0
Number Aromatic Rings 0
Heavy Atom Count 13
Formal Charge 0
Fraction CSP3 0.8
Exact Mass 188.14
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Achillea fragrantissima Asteraceae Plantae 282738

Showing of synonyms

  • Ahmed AA, Jakupovk J, et al. (1990). Irregular oxygenated monoterpenes from Achillea fragrantissima.. Phytochemistry,1990,29(4),1322-1324. [View]

No compound-protein relationship available.

No scaffolds available.

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.58
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-3.4
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.52

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.21
Plasma Protein Binding
1.88
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
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
4.65
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.64
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
1.3
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
3.23
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
1.78
Rat (Acute)
1.78
Rat (Chronic Oral)
1.88
Fathead Minnow
2.92
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
261.86
Hydration Free Energy
-13.75
Log(D) at pH=7.4
-0.16
Log(P)
0.65
Log S
-0.75
Log(Vapor Pressure)
-3.81
Melting Point
107.98
pKa Acid
9.93
pKa Basic
6.66
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.9279
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.9279
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.8938
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.8938
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 3 0.8683
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 3 0.8683
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8585
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8585
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.8250
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.8250
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.8247
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.8247
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8225
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8225
Prolyl tripeptidyl peptidase Q7MUW6 PTP_PORGI Porphyromonas gingivalis 3 0.8217
Prolyl tripeptidyl peptidase Q7MUW6 PTP_PORGI Porphyromonas gingivalis 3 0.8217
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8172
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8172
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8075
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8075
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.8030
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.8030
Aromatase P11511 CP19A_HUMAN Homo sapiens 3 0.7967
Aromatase P11511 CP19A_HUMAN Homo sapiens 3 0.7967
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7915
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7915
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7896
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7896
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7802
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7802
Trichothecene 15-O-acetyltransferase TRI3 Q9C1B7 TRI3_FUSSP Fusarium sporotrichioides 3 0.7733
Trichothecene 15-O-acetyltransferase TRI3 Q9C1B7 TRI3_FUSSP Fusarium sporotrichioides 3 0.7733
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7733
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7733
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7684
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7684
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7615
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7615
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 4 0.7609
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 4 0.7609
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7513
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7513
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 2 0.7510
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 2 0.7510
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7508
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7508
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7492
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7492
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.7484
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.7484
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7482
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7482
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7480
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7480
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7480
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7480
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7479
Chitinase Q54276 Q54276_SERMA Serratia marcescens 3 0.7479
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7479
Chitinase Q54276 Q54276_SERMA Serratia marcescens 3 0.7479
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7459
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7459
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7458
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7458
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 4 0.7456
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 4 0.7456
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7435
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7435
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7416
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7416
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7404
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7404
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7400
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7400
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7391
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7391
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7385
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7385
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7378
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7378
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 2 0.7372
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 2 0.7372
Glucocorticoid receptor P04150 GCR_HUMAN Homo sapiens 3 0.7363
Glucocorticoid receptor P04150 GCR_HUMAN Homo sapiens 3 0.7363
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7342
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7342
Jasmonoyl--L-amino acid synthetase JAR1 Q9SKE2 JAR1_ARATH Arabidopsis thaliana 3 0.7334
Jasmonoyl--L-amino acid synthetase JAR1 Q9SKE2 JAR1_ARATH Arabidopsis thaliana 3 0.7334
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7332
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7332
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7330
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7330
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.7314
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.7314
Nuclear receptor ROR-beta P45446 RORB_RAT Rattus norvegicus 2 0.7312
Nuclear receptor ROR-beta P45446 RORB_RAT Rattus norvegicus 2 0.7312
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7308
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7308
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 2 0.7307
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 2 0.7307
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7298
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7298
Retinol-binding protein 4 P18902 RET4_BOVIN Bos taurus 2 0.7291
Retinol-binding protein 4 P18902 RET4_BOVIN Bos taurus 2 0.7291
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7271
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7271
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7258
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7258
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7257
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7257
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 2 0.7214
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 2 0.7214
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7192
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7192
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7170
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7170
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7166
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7166
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7138
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7138
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7127
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7127
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7127
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7127
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 5 0.7116
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 5 0.7116
Camphor 5-monooxygenase P00183 CPXA_PSEPU Pseudomonas putida 3 0.7095
Camphor 5-monooxygenase P00183 CPXA_PSEPU Pseudomonas putida 3 0.7095
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7083
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7083
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7076
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7076
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7064
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7064
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7046
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7046
Steroid 21-hydroxylase P08686 CP21A_HUMAN Homo sapiens 2 0.7036
Steroid 21-hydroxylase P08686 CP21A_HUMAN Homo sapiens 2 0.7036
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7031
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7031
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 4 0.7025
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 4 0.7025
NPC intracellular cholesterol transporter 1 O15118 NPC1_HUMAN Homo sapiens 2 0.7017
NPC intracellular cholesterol transporter 1 O15118 NPC1_HUMAN Homo sapiens 2 0.7017
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7014
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7014
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7013
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7013
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7013
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7013
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 2 0.7009
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 2 0.7009
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 3 0.7006
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 3 0.7006

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