7alpha-germacra-1(10),4(15)-diene-5beta,6alpha-diol - Compound Card

7alpha-germacra-1(10),4(15)-diene-5beta,6alpha-diol

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7alpha-germacra-1(10),4(15)-diene-5beta,6alpha-diol

Structure
Zoomed Structure
  • Family: Plantae - Capparaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Sesquiterpenoid
Canonical Smiles C/C/1=C/CCC(=C)[C@H]([C@H]([C@@H](CC1)C(C)C)O)O
InChI InChI=1S/C15H26O2/c1-10(2)13-9-8-11(3)6-5-7-12(4)14(16)15(13)17/h6,10,13-17H,4-5,7-9H2,1-3H3/b11-6-/t13-,14+,15-/m0/s1
InChIKey NWWKYVMTWNUWHC-PLLJJKRKSA-N
Formula C15H26O2
HBA 2
HBD 2
MW 238.37
Rotatable Bonds 1
TPSA 40.46
LogP 3.06
Number Rings 1
Number Aromatic Rings 0
Heavy Atom Count 17
Formal Charge 0
Fraction CSP3 0.73
Exact Mass 238.19
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Cleome droserifolia Capparaceae Plantae 511510

Showing of synonyms

  • Aboushoer MI, Fathy HM, et al. (2010). Terpenes and flavonoids from an Egyptian collection of Cleome droserifolia. Natural Product Research,2010,24(7),687-696. [View] [PubMed]
Pubchem: 162979538
Nmrshiftdb2: 70087910

No compound-protein relationship available.

Structure

SMILES: C=C1CCC=CCCCCC1

Level: 0

Mol. Weight: 238.37 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.66
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-3.74
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.91

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.54
Plasma Protein Binding
49.78
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
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
8.64
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.4
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.96
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
3.75
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
-0.03
Rat (Acute)
1.76
Rat (Chronic Oral)
2.02
Fathead Minnow
3.85
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
319.62
Hydration Free Energy
-8.08
Log(D) at pH=7.4
2.65
Log(P)
4.33
Log S
-3.35
Log(Vapor Pressure)
-5.3
Melting Point
89.69
pKa Acid
10.25
pKa Basic
7.41
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.9101
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.9101
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8870
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8870
Quorum-sensing transcriptional activator Q8XBD0 Q8XBD0_ECO57 Escherichia coli O157:H7 3 0.8770
Quorum-sensing transcriptional activator Q8XBD0 Q8XBD0_ECO57 Escherichia coli O157:H7 3 0.8770
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8543
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8543
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.8245
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.8245
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.8135
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.8135
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 3 0.8126
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 3 0.8126
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.8086
Androgen receptor P10275 ANDR_HUMAN Homo sapiens 3 0.8086
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.8004
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.8004
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7896
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7896
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7865
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7865
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7655
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7655
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 2 0.7648
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 2 0.7648
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7647
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7647
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7609
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7609
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 2 0.7591
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 2 0.7591
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7564
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7564
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7557
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7557
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7551
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7551
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 3 0.7550
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 3 0.7550
Glucocorticoid receptor P04150 GCR_HUMAN Homo sapiens 3 0.7534
Abscisic acid receptor PYL9 Q84MC7 PYL9_ARATH Arabidopsis thaliana 3 0.7534
Glucocorticoid receptor P04150 GCR_HUMAN Homo sapiens 3 0.7534
Abscisic acid receptor PYL9 Q84MC7 PYL9_ARATH Arabidopsis thaliana 3 0.7534
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.7520
ADP-ribosylation factor 1 P84077 ARF1_HUMAN Homo sapiens 2 0.7520
Fatty acid-binding protein 10-A, liver basic Q9I8L5 FA10A_DANRE Danio rerio 2 0.7506
Fatty acid-binding protein 10-A, liver basic Q9I8L5 FA10A_DANRE Danio rerio 2 0.7506
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7501
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7501
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 3 0.7494
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 3 0.7494
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7475
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7475
Trichodiene synthase P13513 TRI5_FUSSP Fusarium sporotrichioides 2 0.7470
Trichodiene synthase P13513 TRI5_FUSSP Fusarium sporotrichioides 2 0.7470
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7443
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7443
Nuclear receptor ROR-beta P45446 RORB_RAT Rattus norvegicus 2 0.7420
Nuclear receptor ROR-beta P45446 RORB_RAT Rattus norvegicus 2 0.7420
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7412
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7412
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7380
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7380
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7355
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7355
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7347
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7347
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7313
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 2 0.7313
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7308
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7308
Aromatase P11511 CP19A_HUMAN Homo sapiens 3 0.7293
Aromatase P11511 CP19A_HUMAN Homo sapiens 3 0.7293
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 2 0.7279
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 2 0.7279
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7275
Mineralocorticoid receptor P08235 MCR_HUMAN Homo sapiens 2 0.7275
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 2 0.7255
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 2 0.7255
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7235
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 2 0.7235
Alpha/beta hydrolase fold protein D2J2T6 D2J2T6_9RHIZ Ochrobactrum sp. T63 3 0.7220
Alpha/beta hydrolase fold protein D2J2T6 D2J2T6_9RHIZ Ochrobactrum sp. T63 3 0.7220
Prolyl tripeptidyl peptidase Q7MUW6 PTP_PORGI Porphyromonas gingivalis 2 0.7212
Prolyl tripeptidyl peptidase Q7MUW6 PTP_PORGI Porphyromonas gingivalis 2 0.7212
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7177
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7177
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7176
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7176
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7172
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 2 0.7172
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7163
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 2 0.7163
Alpha/beta hydrolase fold protein D2J2T6 D2J2T6_9RHIZ Ochrobactrum sp. T63 3 0.7153
Alpha/beta hydrolase fold protein D2J2T6 D2J2T6_9RHIZ Ochrobactrum sp. T63 3 0.7153
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7140
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 2 0.7140
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7133
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 2 0.7133
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7081
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7081
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7070
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7070
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7043
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7043
N-alpha-acetyltransferase 50 Q9GZZ1 NAA50_HUMAN Homo sapiens 3 0.7036
N-alpha-acetyltransferase 50 Q9GZZ1 NAA50_HUMAN Homo sapiens 3 0.7036
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7025
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 2 0.7025
2-aminohexano-6-lactam racemase Q7M181 ACLR_ACHOB Achromobacter obae 3 0.7002
2-aminohexano-6-lactam racemase Q7M181 ACLR_ACHOB Achromobacter obae 3 0.7002
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 2 0.7002
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 2 0.7002

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