Ent-kaurane-3beta,16beta,17-triol - Compound Card

Ent-kaurane-3beta,16beta,17-triol

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Ent-kaurane-3beta,16beta,17-triol

Structure
Zoomed Structure
  • Family: Plantae - Euphorbiaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Triterpenoid
Canonical Smiles OC[C@@](C1CC[C@@H]2[C@@](C1)(C)CC[C@H]1[C@@]2(C)CC[C@H](C1(C)C)O)(O)C
InChI InChI=1S/C21H38O3/c1-18(2)15-8-10-19(3)12-14(21(5,24)13-22)6-7-16(19)20(15,4)11-9-17(18)23/h14-17,22-24H,6-13H2,1-5H3/t14?,15-,16-,17-,19+,20-,21+/m1/s1
InChIKey QDHSQPWXQCVCIZ-KSRSPZSASA-N
Formula C21H38O3
HBA 3
HBD 3
MW 338.53
Rotatable Bonds 2
TPSA 60.69
LogP 3.75
Number Rings 3
Number Aromatic Rings 0
Heavy Atom Count 24
Formal Charge 0
Fraction CSP3 1.0
Exact Mass 338.28
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Croton zambiescus Euphorbiaceae Plantae 323089

Showing of synonyms

  • Mohamed LE, El-Nur EE, et al. (2009). Bioactive natural products from two Sudanese medicinal plants Diospyros mespiliformis and Croton zambesicus. Records of Natural Products,2009,3(4),198-203. [View]
Pubchem: 162817262

No compound-protein relationship available.

Structure

SMILES: C1CCCC(C1C23)CCC2CCCC3

Level: 0

Mol. Weight: 338.53 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.61
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.45
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.81

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.79
Plasma Protein Binding
63.31
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
Non-Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
16.9
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.53
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.11
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.55
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
-4.25
Rat (Acute)
2.08
Rat (Chronic Oral)
1.88
Fathead Minnow
3.84
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
365.45
Hydration Free Energy
-4.82
Log(D) at pH=7.4
3.6
Log(P)
3.47
Log S
-4.23
Log(Vapor Pressure)
-6.94
Melting Point
193.49
pKa Acid
11.32
pKa Basic
8.66
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 0.8256
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8256
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 3 0.8090
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 3 0.8090
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 3 0.7957
Nuclear receptor ROR-gamma P51449 RORG_HUMAN Homo sapiens 3 0.7957
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7861
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7861
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7861
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7861
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.7754
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.7754
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7752
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7752
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7710
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7710
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7710
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7710
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 4 0.7703
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 4 0.7703
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7653
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7653
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.7387
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.7387
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7359
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7359
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7293
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7293
Lanosterol synthase P48449 ERG7_HUMAN Homo sapiens 3 0.7081
Lanosterol synthase P48449 ERG7_HUMAN Homo sapiens 3 0.7081
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 3 0.7078
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 3 0.7078
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.7070
Vitamin D3 receptor P13053 VDR_RAT Rattus norvegicus 3 0.7070

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