Spinescen - Compound Card

Spinescen

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Spinescen

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Lignan
    • Subclass: Diepoxylignan
Canonical Smiles CCCCCC(C(CCC[C@@H]([C@H]1CC[C@H](O1)[C@@H]1CC[C@H](O1)[C@H](CCCCCCCCCCCCC1=C[C@@H](OC1=O)C)O)O)O)O
InChI InChI=1S/C37H66O8/c1-3-4-13-18-29(38)30(39)20-16-21-32(41)34-23-25-36(45-34)35-24-22-33(44-35)31(40)19-15-12-10-8-6-5-7-9-11-14-17-28-26-27(2)43-37(28)42/h26-27,29-36,38-41H,3-25H2,1-2H3/t27-,29?,30?,31-,32-,33-,34+,35-,36-/m0/s1
InChIKey SWLPIUHJTSWWOJ-UBATVAIOSA-N
Formula C37H66O8
HBA 8
HBD 4
MW 638.93
Rotatable Bonds 25
TPSA 125.68
LogP 6.83
Number Rings 3
Number Aromatic Rings 0
Heavy Atom Count 45
Formal Charge 0
Fraction CSP3 0.92
Exact Mass 638.48
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Artemisia arborescens Asteraceae Plantae 72386

Showing of synonyms

  • Marco JA, Sanz-Cervera JF, et al. (1997). Sesquiterpene lactones and lignans from Artemisia arborescens.. Phytochemistry,1997,44(6),1133-1137. [View]
Pubchem: 44566508
Nmrshiftdb2: 60074681

No compound-protein relationship available.

Structure

SMILES: O=C1OCC=C1CCCCCCCCCCCCCC2CCC(O2)C3CCCO3

Level: 2

Mol. Weight: 638.93 g/mol

Structure

SMILES: O1CCCC1CCCCCCCCCCCCCC2=CCOC2=O

Level: 1

Mol. Weight: 638.93 g/mol

Structure

SMILES: O1CCCC1C2CCCO2

Level: 1

Mol. Weight: 638.93 g/mol

Structure

SMILES: O=C1C=CCO1

Level: 0

Mol. Weight: 638.93 g/mol

Structure

SMILES: C1CCOC1

Level: 0

Mol. Weight: 638.93 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.35
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.92
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
24.54

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.22
Plasma Protein Binding
77.77
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
Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Inhibitor

Excretion

Clearance
1.91
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-2.12
Biodegradation
Toxic
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-3.13
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
5.03
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-50865.95
Rat (Acute)
3.28
Rat (Chronic Oral)
2.78
Fathead Minnow
77.5
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
3358.55
Hydration Free Energy
-2.92
Log(D) at pH=7.4
4.32
Log(P)
6.83
Log S
-4.87
Log(Vapor Pressure)
-75.85
Melting Point
66.18
pKa Acid
8.03
pKa Basic
5.77
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 0.9317
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.9317
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.9197
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.9197
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.9189
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.9189
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.9090
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.9090
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.9027
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.9027
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.8944
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.8944
Trichothecene 15-O-acetyltransferase TRI3 Q9C1B7 TRI3_FUSSP Fusarium sporotrichioides 3 0.8932
Trichothecene 15-O-acetyltransferase TRI3 Q9C1B7 TRI3_FUSSP Fusarium sporotrichioides 3 0.8932
Cytochrome P450 Q93H81 Q93H81_STRAX Streptomyces avermitilis 3 0.8897
Cytochrome P450 Q93H81 Q93H81_STRAX Streptomyces avermitilis 3 0.8897
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.8779
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.8779
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.8613
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.8613
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8593
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8593
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 3 0.8550
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 3 0.8550
Alpha/beta hydrolase fold protein D2J2T6 D2J2T6_9RHIZ Ochrobactrum sp. T63 3 0.8506
Alpha/beta hydrolase fold protein D2J2T6 D2J2T6_9RHIZ Ochrobactrum sp. T63 3 0.8506
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.8382
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.8382
Lysozyme C II P11941 LYSC2_ONCMY Oncorhynchus mykiss 3 0.8146
Lysozyme C II P11941 LYSC2_ONCMY Oncorhynchus mykiss 3 0.8146
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.8125
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.8125
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7977
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7977
Phosphotriesterase Q5KZU5 Q5KZU5_GEOKA Geobacillus kaustophilus 3 0.7927
Phosphotriesterase Q5KZU5 Q5KZU5_GEOKA Geobacillus kaustophilus 3 0.7927
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7881
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7881
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7876
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7876
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7828
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7828
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7781
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7781
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 3 0.7747
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 3 0.7747
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7737
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.7737
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7729
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7729
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7718
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7718
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7690
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7690
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7679
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7679
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7575
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7575
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7571
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7571
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7570
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7570
Aromatase P11511 CP19A_HUMAN Homo sapiens 3 0.7531
Aromatase P11511 CP19A_HUMAN Homo sapiens 3 0.7531
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7523
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7523
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 2 0.7458
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 2 0.7458
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7453
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7453
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7453
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7453
Multidrug transporter MdfA P0AEY8 MDFA_ECOLI Escherichia coli 3 0.7422
Multidrug transporter MdfA P0AEY8 MDFA_ECOLI Escherichia coli 3 0.7422
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7421
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7421
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7416
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7416
N-alpha-acetyltransferase 50 Q9GZZ1 NAA50_HUMAN Homo sapiens 3 0.7410
N-alpha-acetyltransferase 50 Q9GZZ1 NAA50_HUMAN Homo sapiens 3 0.7410
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7407
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7407
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7407
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 3 0.7407
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7376
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7376
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7352
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7352
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7350
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7350
Carnitine O-acetyltransferase P47934 CACP_MOUSE Mus musculus 2 0.7343
Carnitine O-acetyltransferase P47934 CACP_MOUSE Mus musculus 2 0.7343
Methionine aminopeptidase 2 P9WK19 MAP12_MYCTU Mycobacterium tuberculosis 3 0.7337
Methionine aminopeptidase 2 P9WK19 MAP12_MYCTU Mycobacterium tuberculosis 3 0.7337
Transcriptional activator, LuxR/UhpA family of regulators Q7NQP7 Q7NQP7_CHRVO Chromobacterium violaceum 2 0.7329
Transcriptional activator, LuxR/UhpA family of regulators Q7NQP7 Q7NQP7_CHRVO Chromobacterium violaceum 2 0.7329
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7328
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7328
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7325
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7325
Retinol-binding protein 4 P18902 RET4_BOVIN Bos taurus 3 0.7324
Retinol-binding protein 4 P18902 RET4_BOVIN Bos taurus 3 0.7324
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7316
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7316
Raucaffricine-O-beta-D-glucosidase Q9SPP9 RG1_RAUSE Rauvolfia serpentina 3 0.7315
Raucaffricine-O-beta-D-glucosidase Q9SPP9 RG1_RAUSE Rauvolfia serpentina 3 0.7315
Alanine aminotransferase Q9P9M8 Q9P9M8_9EURY Pyrococcus furiosus 2 0.7304
Alanine aminotransferase Q9P9M8 Q9P9M8_9EURY Pyrococcus furiosus 2 0.7304
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7300
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7300
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7299
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7299
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.7285
Aldos-2-ulose dehydratase P84193 AUD_PHACH Phanerodontia chrysosporium 3 0.7285
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7254
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7254
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7254
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7254
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7253
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7253
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7252
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7252
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7243
Androgen receptor O97775 ANDR_PANTR Pan troglodytes 3 0.7243
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 2 0.7225
11-beta-hydroxysteroid dehydrogenase 1 P28845 DHI1_HUMAN Homo sapiens 2 0.7225
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7224
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7224
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7215
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7215
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7207
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7207
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7189
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7189
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 2 0.7118
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 2 0.7118
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7111
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7111
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7109
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7109
Trichodiene synthase P13513 TRI5_FUSSP Fusarium sporotrichioides 2 0.7105
Trichodiene synthase P13513 TRI5_FUSSP Fusarium sporotrichioides 2 0.7105
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7105
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7105
Steroid 21-hydroxylase P08686 CP21A_HUMAN Homo sapiens 2 0.7080
Steroid 21-hydroxylase P08686 CP21A_HUMAN Homo sapiens 2 0.7080
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7068
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7068
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7063
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7063
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7058
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.7058
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7057
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7057
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 3 0.7038
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 3 0.7038
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7020
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7020

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