18-hydroxy-dollabela-8(17)-ene - Compound Card

18-hydroxy-dollabela-8(17)-ene

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18-hydroxy-dollabela-8(17)-ene

Structure
Zoomed Structure
  • Family: Plantae - Capparaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Dolabellane Diterpenoid
Canonical Smiles C=C1CCCC(C)CC[C@@]2([C@@H](CC1)[C@@H](CC2)C(O)(C)C)C
InChI InChI=1S/C20H36O/c1-15-7-6-8-16(2)11-13-20(5)14-12-17(19(3,4)21)18(20)10-9-15/h16-18,21H,1,6-14H2,2-5H3/t16?,17-,18+,20+/m1/s1
InChIKey MPQZYYFISKOFRL-MNRYOPCGSA-N
Formula C20H36O
HBA 1
HBD 1
MW 292.51
Rotatable Bonds 1
TPSA 20.23
LogP 5.73
Number Rings 2
Number Aromatic Rings 0
Heavy Atom Count 21
Formal Charge 0
Fraction CSP3 0.9
Exact Mass 292.28
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Cleome droserifolia Capparaceae Plantae 511510
2 Cleome droserifolia Capparaceae Plantae 511510

Showing of synonyms

  • Motaal AA, Ezzat SM, et al. (2011). Determination of bioactive markers in Cleome droserifolia using cell based bioassays for antidiabetic activity and isolation of two novel active compounds. Phytomedicine,2011,19(1),38-41. [View] [PubMed]
  • Ezzat SM, Motaal AA (2012). Isolation of new cytotoxic metabolites from Cleome droserifolia growing in Egypt. Zeitschrift für Naturforschung C,2012,67,266-274. [View] [PubMed]
Pubchem: 162817401
Nmrshiftdb2: 70047532

No compound-protein relationship available.

Structure

SMILES: C1CC(=C)CCCCCCC(C12)CCC2

Level: 0

Mol. Weight: 292.51 g/mol

Cytotoxic

Absorption

Caco-2 (logPapp)
-4.61
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.22
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.7

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.73
Plasma Protein Binding
62.82
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
Inhibitor
CYP 2C19 Substrate
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
15.44
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.51
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.3
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.59
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
1.83
Rat (Acute)
1.88
Rat (Chronic Oral)
1.41
Fathead Minnow
3.92
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
336.43
Hydration Free Energy
-1.71
Log(D) at pH=7.4
4.79
Log(P)
6.17
Log S
-5.75
Log(Vapor Pressure)
-4.15
Melting Point
97.93
pKa Acid
13.31
pKa Basic
8.97
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Rhodopsin P02699 OPSD_BOVIN Bos taurus 3 0.9557
Rhodopsin P02699 OPSD_BOVIN Bos taurus 3 0.9557
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.9221
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.9221
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.9008
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.9008
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8822
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8822
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.8655
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.8655
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8394
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8394
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 3 0.8381
Steroid C26-monooxygenase P9WPP1 CP125_MYCTU Mycobacterium tuberculosis 3 0.8381
Bacteriorhodopsin P02945 BACR_HALSA Halobacterium salinarum 3 0.8329
Bacteriorhodopsin P02945 BACR_HALSA Halobacterium salinarum 3 0.8329
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8313
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8313
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.8229
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.8229
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
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.8138
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.8138
Retinoic acid receptor RXR Q8T5C6 RXR_BIOGL Biomphalaria glabrata 3 0.8110
Retinoic acid receptor RXR Q8T5C6 RXR_BIOGL Biomphalaria glabrata 3 0.8110
Retinol-binding protein 1 P09455 RET1_HUMAN Homo sapiens 3 0.8099
Retinol-binding protein 1 P09455 RET1_HUMAN Homo sapiens 3 0.8099
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.8075
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.8075
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.8074
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.8074
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 3 0.8068
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 3 0.8068
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.8028
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.8028
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7987
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7987
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7916
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7916
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7912
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7912
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7905
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7905
Cellular retinol-binding protein type II Q8UVG6 Q8UVG6_DANRE Danio rerio 3 0.7896
Cellular retinol-binding protein type II Q8UVG6 Q8UVG6_DANRE Danio rerio 3 0.7896
Lanosterol synthase P48449 ERG7_HUMAN Homo sapiens 3 0.7893
Lanosterol synthase P48449 ERG7_HUMAN Homo sapiens 3 0.7893
Putative cytochrome P450 120 Q59990 CP120_SYNY3 Synechocystis sp 3 0.7884
Putative cytochrome P450 120 Q59990 CP120_SYNY3 Synechocystis sp 3 0.7884
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 3 0.7877
Gastrotropin P51161 FABP6_HUMAN Homo sapiens 3 0.7877
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7867
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7867
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 3 0.7864
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 3 0.7864
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7835
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7835
Lanosterol 14-alpha-demethylase Q385E8 Q385E8_TRYB2 Trypanosoma brucei brucei 3 0.7816
Lanosterol 14-alpha-demethylase Q385E8 Q385E8_TRYB2 Trypanosoma brucei brucei 3 0.7816
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7804
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7804
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.7798
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.7798
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
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7769
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7769
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7764
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7764
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7716
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7716
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7710
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7710
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7704
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7704
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7704
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7704
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.7703
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.7703
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7634
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7634
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 3 0.7626
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 3 0.7626
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7609
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7609
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7598
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7598
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7553
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7553
Retinaldehyde-binding protein 1 P12271 RLBP1_HUMAN Homo sapiens 3 0.7490
Retinaldehyde-binding protein 1 P12271 RLBP1_HUMAN Homo sapiens 3 0.7490
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7481
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7481
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7479
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7479
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.7477
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.7477
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7448
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7448
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7428
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7428
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7415
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7415
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7406
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7406
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7405
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7405
Alcohol dehydrogenase 1C P00326 ADH1G_HUMAN Homo sapiens 2 0.7385
Alcohol dehydrogenase 1C P00326 ADH1G_HUMAN Homo sapiens 2 0.7385
Thyroid hormone receptor alpha P04625 THA_CHICK Gallus gallus 3 0.7363
Thyroid hormone receptor alpha P04625 THA_CHICK Gallus gallus 3 0.7363
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7360
Progesterone receptor P06401 PRGR_HUMAN Homo sapiens 2 0.7360
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7337
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7337
Retinoic acid receptor RXR-alpha P28700 RXRA_MOUSE Mus musculus 3 0.7322
Retinoic acid receptor RXR-alpha P28700 RXRA_MOUSE Mus musculus 3 0.7322
Aromatase P11511 CP19A_HUMAN Homo sapiens 2 0.7305
Aromatase P11511 CP19A_HUMAN Homo sapiens 2 0.7305
Retinoic acid receptor beta P10826 RARB_HUMAN Homo sapiens 3 0.7285
Retinoic acid receptor beta P10826 RARB_HUMAN Homo sapiens 3 0.7285
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7279
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7279
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 2 0.7276
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 2 0.7276
Retinol-binding protein 2 P50120 RET2_HUMAN Homo sapiens 3 0.7224
Retinol-binding protein 2 P50120 RET2_HUMAN Homo sapiens 3 0.7224
Retinaldehyde-binding protein 1 P12271 RLBP1_HUMAN Homo sapiens 3 0.7223
Retinaldehyde-binding protein 1 P12271 RLBP1_HUMAN Homo sapiens 3 0.7223
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7217
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7217
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7214
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7214
Beta-elicitin cryptogein P15570 ELIB_PHYCR Phytophthora cryptogea 3 0.7191
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7191
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7191
Beta-elicitin cryptogein P15570 ELIB_PHYCR Phytophthora cryptogea 3 0.7191
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7188
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7188
Nuclear receptor ROR-beta P45446 RORB_RAT Rattus norvegicus 2 0.7176
Nuclear receptor ROR-beta P45446 RORB_RAT Rattus norvegicus 2 0.7176
Peroxisome proliferator-activated receptor alpha Q07869 PPARA_HUMAN Homo sapiens 3 0.7173
Peroxisome proliferator-activated receptor alpha Q07869 PPARA_HUMAN Homo sapiens 3 0.7173
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 2 0.7143
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 2 0.7143
Fatty acid-binding protein 10-A, liver basic Q9I8L5 FA10A_DANRE Danio rerio 2 0.7122
Fatty acid-binding protein 10-A, liver basic Q9I8L5 FA10A_DANRE Danio rerio 2 0.7122
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7116
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7116
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7100
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7100
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 2 0.7079
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 2 0.7079
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7071
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7071
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7053
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7053
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7048
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7048
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7036
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7036
Vitamin D3 dihydroxylase P18326 CPXE_STRGO Streptomyces griseolus 3 0.7029
Vitamin D3 dihydroxylase P18326 CPXE_STRGO Streptomyces griseolus 3 0.7029
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 2 0.7026
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 2 0.7026
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7025
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7025
Methionine aminopeptidase 1 P53582 MAP11_HUMAN Homo sapiens 2 0.7015
Methionine aminopeptidase 1 P53582 MAP11_HUMAN Homo sapiens 2 0.7015
Prolyl tripeptidyl peptidase Q7MUW6 PTP_PORGI Porphyromonas gingivalis 2 0.7014
Prolyl tripeptidyl peptidase Q7MUW6 PTP_PORGI Porphyromonas gingivalis 2 0.7014

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