(6R,7S,10R)-7,10-epoxy-7,11-dimethyldodec-1-ene-6,11-diol - Compound Card

(6R,7S,10R)-7,10-epoxy-7,11-dimethyldodec-1-ene-6,11-diol

Select a section from the left sidebar

(6R,7S,10R)-7,10-epoxy-7,11-dimethyldodec-1-ene-6,11-diol

Structure
Zoomed Structure
  • Family: Fungi - Hymenochaetaceae
  • Kingdom: Fungi
  • Class: Terpenoid
    • Subclass: Sesquiterpene
Canonical Smiles C=CC(=C)CC[C@H]([C@]1(C)CC[C@@H](O1)C(O)(C)C)O
InChI InChI=1S/C15H26O3/c1-6-11(2)7-8-12(16)15(5)10-9-13(18-15)14(3,4)17/h6,12-13,16-17H,1-2,7-10H2,3-5H3/t12-,13-,15+/m1/s1
InChIKey OJQAQIKKINNJGR-NFAWXSAZSA-N
Formula C15H26O3
HBA 3
HBD 2
MW 254.37
Rotatable Bonds 6
TPSA 49.69
LogP 2.58
Number Rings 1
Number Aromatic Rings 0
Heavy Atom Count 18
Formal Charge 0
Fraction CSP3 0.73
Exact Mass 254.19
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Sanghuangporus sp. Hymenochaetaceae Fungi 2267874

Showing of synonyms

  • Cheng T, Chepkirui C, et al. (2019). Sesquiterpenes from an Eastern African medicinal mushroom belonging to the genus Sanghuangporus.. Journal of Natural Products,2019,82(5),1283-1291.. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: C1CCOC1

Level: 0

Mol. Weight: 254.37 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.76
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.05
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.61

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.36
Plasma Protein Binding
41.69
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
Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
7.34
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.45
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.37
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.35
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
0.66
Rat (Acute)
1.89
Rat (Chronic Oral)
1.5
Fathead Minnow
3.77
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
299.33
Hydration Free Energy
-7.52
Log(D) at pH=7.4
1.88
Log(P)
2.23
Log S
-2.09
Log(Vapor Pressure)
-4.64
Melting Point
72.16
pKa Acid
11.0
pKa Basic
5.93
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Trichothecene 15-O-acetyltransferase TRI3 Q9C1B7 TRI3_FUSSP Fusarium sporotrichioides 3 0.9194
Trichothecene 15-O-acetyltransferase TRI3 Q9C1B7 TRI3_FUSSP Fusarium sporotrichioides 3 0.9194
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.9098
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.9098
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.8898
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.8898
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.8773
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.8773
Prolyl tripeptidyl peptidase Q7MUW6 PTP_PORGI Porphyromonas gingivalis 3 0.8766
Prolyl tripeptidyl peptidase Q7MUW6 PTP_PORGI Porphyromonas gingivalis 3 0.8766
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8753
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8753
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8746
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8746
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8731
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8731
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.8667
Macrophage metalloelastase P39900 MMP12_HUMAN Homo sapiens 3 0.8667
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8612
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8612
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8575
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8575
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8513
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8513
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 3 0.8406
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 3 0.8406
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8389
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8389
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.8257
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.8257
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8221
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8221
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.8139
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.8139
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7969
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7969
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 4 0.7949
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 4 0.7949
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 3 0.7935
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 3 0.7935
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7910
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7910
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7876
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7876
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7785
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7785
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7769
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7769
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7705
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7705
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 2 0.7666
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 2 0.7666
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7635
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7635
Epoxide hydrolase Q41415 Q41415_SOLTU Solanum tuberosum 3 0.7631
Epoxide hydrolase Q41415 Q41415_SOLTU Solanum tuberosum 3 0.7631
Steroid 21-hydroxylase P08686 CP21A_HUMAN Homo sapiens 3 0.7627
Steroid 21-hydroxylase P08686 CP21A_HUMAN Homo sapiens 3 0.7627
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7595
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7595
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.7585
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.7585
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7584
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7584
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7580
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7580
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7561
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7561
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7542
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7542
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7540
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7540
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7506
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7506
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7497
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7497
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7492
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7492
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7489
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7489
Nuclear receptor ROR-beta P45446 RORB_RAT Rattus norvegicus 2 0.7480
Nuclear receptor ROR-beta P45446 RORB_RAT Rattus norvegicus 2 0.7480
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 2 0.7474
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 2 0.7474
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7434
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7434
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7432
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7432
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 3 0.7418
ADP-ribosylation factor 1 P84080 ARF1_BOVIN Bos taurus 3 0.7418
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7387
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7387
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7378
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7378
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 2 0.7377
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 2 0.7377
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7366
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7366
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 4 0.7363
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 4 0.7363
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7358
Prostaglandin reductase 2 Q8N8N7 PTGR2_HUMAN Homo sapiens 2 0.7358
Vitamin D-binding protein P02774 VTDB_HUMAN Homo sapiens 2 0.7345
Vitamin D-binding protein P02774 VTDB_HUMAN Homo sapiens 2 0.7345
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7334
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7334
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7332
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7332
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 2 0.7332
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 2 0.7332
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 4 0.7331
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 4 0.7331
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7323
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7323
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 2 0.7318
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 2 0.7318
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7308
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7308
3-ketosteroid dehydrogenase Q9RA02 Q9RA02_RHOER Rhodococcus erythropolis 2 0.7236
3-ketosteroid dehydrogenase Q9RA02 Q9RA02_RHOER Rhodococcus erythropolis 2 0.7236
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7235
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7235
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7227
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7227
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.7190
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.7190
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 2 0.7185
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 2 0.7185
Rhodopsin P02699 OPSD_BOVIN Bos taurus 2 0.7173
Rhodopsin P02699 OPSD_BOVIN Bos taurus 2 0.7173
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7164
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7164
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7154
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7154
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7133
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7133
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7130
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7130
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7128
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7128
Trichodiene synthase P13513 TRI5_FUSSP Fusarium sporotrichioides 2 0.7089
Trichodiene synthase P13513 TRI5_FUSSP Fusarium sporotrichioides 2 0.7089
Gibberellin receptor GID1A Q9MAA7 GID1A_ARATH Arabidopsis thaliana 3 0.7087
Gibberellin receptor GID1A Q9MAA7 GID1A_ARATH Arabidopsis thaliana 3 0.7087
Bile acid receptor Q96RI1 NR1H4_HUMAN Homo sapiens 4 0.7082
Bile acid receptor Q96RI1 NR1H4_HUMAN Homo sapiens 4 0.7082
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7074
Peroxisome proliferator-activated receptor gamma P37231 PPARG_HUMAN Homo sapiens 2 0.7074
Glucocorticoid receptor P04150 GCR_HUMAN Homo sapiens 3 0.7063
Glucocorticoid receptor P04150 GCR_HUMAN Homo sapiens 3 0.7063
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7044
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7044
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7041
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7041
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7021
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7021
Gibberellin receptor GID1 Q6L545 GID1_ORYSJ Oryza sativa subsp. japonica 3 0.7010
Gibberellin receptor GID1 Q6L545 GID1_ORYSJ Oryza sativa subsp. japonica 3 0.7010
Aromatase P11511 CP19A_HUMAN Homo sapiens 2 0.7009
Aromatase P11511 CP19A_HUMAN Homo sapiens 2 0.7009
NPC intracellular cholesterol transporter 1 O15118 NPC1_HUMAN Homo sapiens 2 0.7006
NPC intracellular cholesterol transporter 1 O15118 NPC1_HUMAN Homo sapiens 2 0.7006
TamL D3Y1I2 D3Y1I2_9ACTN Streptomyces sp. 307-9 2 0.7000
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 3 0.7000
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 3 0.7000
TamL D3Y1I2 D3Y1I2_9ACTN Streptomyces sp. 307-9 2 0.7000

Download SDF