5,8-epoxy-4,6-dihydroxy-santolin-1-ene - Compound Card

5,8-epoxy-4,6-dihydroxy-santolin-1-ene

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5,8-epoxy-4,6-dihydroxy-santolin-1-ene

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Monoterpene
Canonical Smiles C=C[C@H]1[C@@H](O)[C@](OC1(C)C)(C)CO
InChI InChI=1S/C10H18O3/c1-5-7-8(12)10(4,6-11)13-9(7,2)3/h5,7-8,11-12H,1,6H2,2-4H3/t7-,8+,10-/m0/s1
InChIKey DNHGCTXLAMDJER-XKSSXDPKSA-N
Formula C10H18O3
HBA 3
HBD 2
MW 186.25
Rotatable Bonds 2
TPSA 49.69
LogP 0.71
Number Rings 1
Number Aromatic Rings 0
Heavy Atom Count 13
Formal Charge 0
Fraction CSP3 0.8
Exact Mass 186.13
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]
Pubchem: 14589060
Nmrshiftdb2: 70048987

No compound-protein relationship available.

Structure

SMILES: C1CCOC1

Level: 0

Mol. Weight: 186.25 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.71
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-3.48
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.51

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.25
Plasma Protein Binding
21.68
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
Inhibitor
CYP 2C9 Substrate
Non-Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
5.7
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.09
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.11
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
3.46
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
0.05
Rat (Acute)
1.9
Rat (Chronic Oral)
1.55
Fathead Minnow
3.1
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
263.98
Hydration Free Energy
-10.92
Log(D) at pH=7.4
0.39
Log(P)
1.38
Log S
-0.72
Log(Vapor Pressure)
-3.47
Melting Point
75.54
pKa Acid
10.12
pKa Basic
4.59
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 3 0.9358
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 3 0.9358
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8875
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8875
Aromatase P11511 CP19A_HUMAN Homo sapiens 3 0.8762
Aromatase P11511 CP19A_HUMAN Homo sapiens 3 0.8762
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.8625
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.8625
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.8608
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.8608
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.8507
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.8507
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.8382
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.8382
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8245
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.8245
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7877
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7877
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 2 0.7874
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 2 0.7874
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7853
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7853
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 2 0.7845
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 2 0.7845
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7840
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7840
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7807
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7807
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7745
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7745
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7743
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7743
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7713
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7713
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7699
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7699
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7692
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7692
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7640
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7640
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7635
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7635
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7612
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7612
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7497
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7497
Nuclear receptor ROR-beta P45446 RORB_RAT Rattus norvegicus 2 0.7484
Nuclear receptor ROR-beta P45446 RORB_RAT Rattus norvegicus 2 0.7484
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7466
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7466
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7460
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7460
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 2 0.7455
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 2 0.7455
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7440
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7440
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7389
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7389
NPC intracellular cholesterol transporter 1 O15118 NPC1_HUMAN Homo sapiens 2 0.7385
NPC intracellular cholesterol transporter 1 O15118 NPC1_HUMAN Homo sapiens 2 0.7385
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7383
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7383
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7378
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7378
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7374
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7374
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7367
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7367
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7315
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7315
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7310
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7310
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7304
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7304
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7296
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7296
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7282
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7282
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7278
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7278
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7275
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7275
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7268
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7268
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7264
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7264
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7249
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7249
Retinol-binding protein 4 P18902 RET4_BOVIN Bos taurus 2 0.7236
Retinol-binding protein 4 P18902 RET4_BOVIN Bos taurus 2 0.7236
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7234
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7234
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 2 0.7233
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 2 0.7233
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7225
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7225
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7225
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7225
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7217
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7217
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7209
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7209
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7207
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7207
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7205
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7205
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7199
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7199
Vitamin D-binding protein P02774 VTDB_HUMAN Homo sapiens 2 0.7190
Vitamin D-binding protein P02774 VTDB_HUMAN Homo sapiens 2 0.7190
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7183
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7183
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7172
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7172
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7172
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7172
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7165
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7165
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7164
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7164
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7161
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7161
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7160
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7160
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7140
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7140
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7135
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7135
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7123
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7123
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7119
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7119
Cholesterol oxidase P22637 CHOD_BREST Brevibacterium sterolicum 3 0.7114
Cholesterol oxidase P22637 CHOD_BREST Brevibacterium sterolicum 3 0.7114
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7103
Androgen receptor P19091 ANDR_MOUSE Mus musculus 3 0.7103
Androgen receptor P19091 ANDR_MOUSE Mus musculus 3 0.7103
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7103
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7100
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7100
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7094
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7094
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7094
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7094
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7073
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7073
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7064
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7064
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7059
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7059
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7055
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7055
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7051
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7051
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7046
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7046
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7043
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7043
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7028
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7028
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 2 0.7019
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 2 0.7019
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7013
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7013
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7008
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7008
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7005
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7005
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7002
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7002
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7001
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7001

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