Ent-3,13E-clerodadien-15-ol - Compound Card

Ent-3,13E-clerodadien-15-ol

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Ent-3,13E-clerodadien-15-ol

Structure
Zoomed Structure
  • Family: Plantae - Euphorbiaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Diterpenoid
Canonical Smiles OC/C=C(/CC[C@@]1(C)[C@H](CO)CC[C@@]2([C@@H]1CCC=C2C)C)\C
InChI InChI=1S/C20H34O2/c1-15(10-13-21)8-11-20(4)17(14-22)9-12-19(3)16(2)6-5-7-18(19)20/h6,10,17-18,21-22H,5,7-9,11-14H2,1-4H3/b15-10+/t17-,18-,19-,20-/m0/s1
InChIKey SBPZKXANBXYCRD-DBHWQBRNSA-N
Formula C20H34O2
HBA 2
HBD 2
MW 306.49
Rotatable Bonds 5
TPSA 40.46
LogP 4.48
Number Rings 2
Number Aromatic Rings 0
Heavy Atom Count 22
Formal Charge 0
Fraction CSP3 0.8
Exact Mass 306.26
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Croton sylvaticus Euphorbiaceae Plantae 992677

Showing of synonyms

  • Ndunda B, Langat MK, et al. (2015). Diterpenoid derivatives of Kenyan Croton sylvaticus.. Natural Product Communications,2015,10(4),557-558. [View] [PubMed]
Pubchem: 14563746

No compound-protein relationship available.

Structure

SMILES: C1=CCCC(C12)CCCC2

Level: 0

Mol. Weight: 306.49 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.75
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.35
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-3.28

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.89
Plasma Protein Binding
65.51
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
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
12.55
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.84
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.85
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.2
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
-0.43
Rat (Acute)
1.79
Rat (Chronic Oral)
1.65
Fathead Minnow
3.99
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
363.87
Hydration Free Energy
-5.7
Log(D) at pH=7.4
3.33
Log(P)
4.37
Log S
-4.43
Log(Vapor Pressure)
-6.03
Melting Point
103.62
pKa Acid
12.13
pKa Basic
7.43
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.9579
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.9579
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.9195
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.9195
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.9005
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.9005
Enoyl-[acyl-carrier-protein] reductase [NADH] P9WGR1 INHA_MYCTU Mycobacterium tuberculosis 3 0.8716
Enoyl-[acyl-carrier-protein] reductase [NADH] P9WGR1 INHA_MYCTU Mycobacterium tuberculosis 3 0.8716
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 3 0.8593
Soluble cytochrome b562 P0ABE7 C562_ECOLX Escherichia coli 3 0.8593
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 3 0.8552
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 3 0.8552
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 3 0.8373
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 3 0.8373
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.8321
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.8321
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8301
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8301
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8198
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 3 0.8198
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8181
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8181
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.8166
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.8166
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8151
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8151
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.8004
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.8004
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7963
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7963
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7947
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7947
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7946
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7946
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7889
Sulfotransferase 2A1 Q06520 ST2A1_HUMAN Homo sapiens 3 0.7889
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7886
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7886
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7877
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7877
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7831
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7831
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7825
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7825
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 3 0.7816
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 3 0.7816
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7716
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7716
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7638
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7638
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7600
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7600
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.7548
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.7548
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7537
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7537
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7524
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7524
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7518
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7518
3-ketosteroid dehydrogenase Q9RA02 Q9RA02_RHOER Rhodococcus erythropolis 3 0.7474
3-ketosteroid dehydrogenase Q9RA02 Q9RA02_RHOER Rhodococcus erythropolis 3 0.7474
Alcohol dehydrogenase 1C P00326 ADH1G_HUMAN Homo sapiens 3 0.7456
Alcohol dehydrogenase 1C P00326 ADH1G_HUMAN Homo sapiens 3 0.7456
Aromatase P11511 CP19A_HUMAN Homo sapiens 3 0.7449
Aromatase P11511 CP19A_HUMAN Homo sapiens 3 0.7449
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7447
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7447
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7392
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7392
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7389
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7389
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7307
Methylketone synthase I E0YCS2 E0YCS2_SOLHA Solanum habrochaites 2 0.7307
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7250
Lanosterol synthase P48449 ERG7_HUMAN Homo sapiens 3 0.7250
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7250
Lanosterol synthase P48449 ERG7_HUMAN Homo sapiens 3 0.7250
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7198
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 2 0.7198
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7122
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7122
2-aminohexano-6-lactam racemase Q7M181 ACLR_ACHOB Achromobacter obae 2 0.7074
2-aminohexano-6-lactam racemase Q7M181 ACLR_ACHOB Achromobacter obae 2 0.7074
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7051
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7051
Muconolactone Delta-isomerase Q8G9L0 Q8G9L0_RHOOP Rhodococcus opacus 2 0.7040
Muconolactone Delta-isomerase Q8G9L0 Q8G9L0_RHOOP Rhodococcus opacus 2 0.7040

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