12-hydroxyisointermedeol - Compound Card

12-hydroxyisointermedeol

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12-hydroxyisointermedeol

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Sesquiterpene
Canonical Smiles OCC(=C)[C@H]1CC[C@@]2([C@@H](C1)[C@](C)(O)CCC2)C
InChI InChI=1S/C15H26O2/c1-11(10-16)12-5-8-14(2)6-4-7-15(3,17)13(14)9-12/h12-13,16-17H,1,4-10H2,2-3H3/t12-,13+,14+,15+/m0/s1
InChIKey RMARCXQAHOJNRB-GBJTYRQASA-N
Formula C15H26O2
HBA 2
HBD 2
MW 238.37
Rotatable Bonds 2
TPSA 40.46
LogP 2.89
Number Rings 2
Number Aromatic Rings 0
Heavy Atom Count 17
Formal Charge 0
Fraction CSP3 0.87
Exact Mass 238.19
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Jasonia candicans Asteraceae Plantae 557631

Showing of synonyms

  • Ahmed AA, Mahmoud AA (1998). Jasonol, a rare tricyclic eudesmane sesquiterpene and six other new sesquiterpenoids from Jasonia candicans. Tetrahedron,1998,54,8141-8152. [View]
Pubchem: 15837514
Nmrshiftdb2: 70028519

No compound-protein relationship available.

Structure

SMILES: C1CCCC(C12)CCCC2

Level: 0

Mol. Weight: 238.37 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.8
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.220
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-3.0

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.370
Plasma Protein Binding
51.61
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
14.600
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.150
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.200
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
3.320
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
-1.100
Rat (Acute)
2.420
Rat (Chronic Oral)
1.740
Fathead Minnow
3.920
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
304.810
Hydration Free Energy
-5.140
Log(D) at pH=7.4
1.950
Log(P)
2.56
Log S
-2.8
Log(Vapor Pressure)
-4.58
Melting Point
104.01
pKa Acid
11.48
pKa Basic
8.68
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.9057
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.9057
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.8995
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.8995
Cytochrome P450 Q93H81 Q93H81_STRAX Streptomyces avermitilis 3 0.8891
Cytochrome P450 Q93H81 Q93H81_STRAX Streptomyces avermitilis 3 0.8891
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8821
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8821
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8816
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8816
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.8738
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.8738
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.8645
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.8645
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8597
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8597
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8544
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8544
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.8534
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.8534
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.8514
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.8514
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.8370
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.8370
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.8335
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.8335
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.8299
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.8299
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8281
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8281
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 3 0.8203
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 3 0.8203
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.8147
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.8147
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.8114
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.8114
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.7944
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.7944
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7924
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7924
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7891
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7891
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7831
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7831
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 3 0.7730
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 3 0.7730
Abscisic acid receptor PYL9 Q84MC7 PYL9_ARATH Arabidopsis thaliana 3 0.7704
Abscisic acid receptor PYL9 Q84MC7 PYL9_ARATH Arabidopsis thaliana 3 0.7704
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7668
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7668
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7666
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7666
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7580
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7580
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7554
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7554
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7543
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7543
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 3 0.7526
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 3 0.7526
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7519
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7519
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7515
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7515
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7507
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7507
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7496
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7496
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7482
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7482
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7481
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7481
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7338
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7338
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7312
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7312
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7309
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7309
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7306
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7306
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7267
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7267
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7257
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7257
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7239
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7239
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7232
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7232
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7231
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7231
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7215
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7215
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7204
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7204
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7192
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7192
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 0.7182
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7182
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7181
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7181
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7174
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7174
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7165
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7165
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7156
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 3 0.7156
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7135
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7135
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7128
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7128
Nuclear receptor ROR-beta P45446 RORB_RAT Rattus norvegicus 2 0.7124
Nuclear receptor ROR-beta P45446 RORB_RAT Rattus norvegicus 2 0.7124
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7123
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7123
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7119
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7119
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7096
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7096
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7091
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7091
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7070
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7070
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7039
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7039
Androgen receptor P19091 ANDR_MOUSE Mus musculus 3 0.7026
Androgen receptor P19091 ANDR_MOUSE Mus musculus 3 0.7026
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7025
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7025
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7025
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7025

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