Labda-13E-ene-8a,15-diol - Compound Card

Labda-13E-ene-8a,15-diol

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Labda-13E-ene-8a,15-diol

Structure
Zoomed Structure
  • Family: Plantae - Euphorbiaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Diterpenoid
Canonical Smiles OC/C=C(/CC[C@H]1[C@](C)(O)CC[C@@H]2[C@]1(C)CCCC2(C)C)\C
InChI InChI=1S/C20H36O2/c1-15(10-14-21)7-8-17-19(4)12-6-11-18(2,3)16(19)9-13-20(17,5)22/h10,16-17,21-22H,6-9,11-14H2,1-5H3/b15-10+/t16-,17+,19-,20+/m0/s1
InChIKey LEOHDQKUMQKLMP-NUKBDRAPSA-N
Formula C20H36O2
HBA 2
HBD 2
MW 308.51
Rotatable Bonds 4
TPSA 40.46
LogP 4.7
Number Rings 2
Number Aromatic Rings 0
Heavy Atom Count 22
Formal Charge 0
Fraction CSP3 0.9
Exact Mass 308.27
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: 5471228
Chebi: 192824
Nmrshiftdb2: 60024593

No compound-protein relationship available.

Structure

SMILES: C1CCCC(C12)CCCC2

Level: 0

Mol. Weight: 308.51 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.6
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.360
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-3.07

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.790
Plasma Protein Binding
69.47
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
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
14.620
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.810
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.530
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.870
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
-0.580
Rat (Acute)
1.830
Rat (Chronic Oral)
1.650
Fathead Minnow
3.920
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
351.950
Hydration Free Energy
-4.510
Log(D) at pH=7.4
4.050
Log(P)
4.73
Log S
-4.6
Log(Vapor Pressure)
-5.63
Melting Point
113.31
pKa Acid
11.79
pKa Basic
8.67
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8669
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8669
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 3 0.8418
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 3 0.8418
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8384
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8384
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8351
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8351
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.8142
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.8142
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.8104
Cytochrome P450 monooxygenase Q5YNS8 Q5YNS8_NOCFA Nocardia farcinica 3 0.8104
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7971
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7971
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7920
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7920
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 3 0.7879
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 3 0.7879
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7801
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7801
Rhodopsin P02699 OPSD_BOVIN Bos taurus 3 0.7755
Rhodopsin P02699 OPSD_BOVIN Bos taurus 3 0.7755
Bacteriorhodopsin P02945 BACR_HALSA Halobacterium salinarum 3 0.7708
Bacteriorhodopsin P02945 BACR_HALSA Halobacterium salinarum 3 0.7708
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7692
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7692
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7688
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7688
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 3 0.7688
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7688
Beta-elicitin cryptogein P15570 ELIB_PHYCR Phytophthora cryptogea 3 0.7671
Beta-elicitin cryptogein P15570 ELIB_PHYCR Phytophthora cryptogea 3 0.7671
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7610
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7610
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7601
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7601
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7540
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7540
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7519
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7519
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7519
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7519
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7457
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7457
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7441
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7441
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.7430
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.7430
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7423
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7423
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7414
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 3 0.7414
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 3 0.7351
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 3 0.7351
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7292
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7292
Enoyl-[acyl-carrier-protein] reductase [NADH] P9WGR1 INHA_MYCTU Mycobacterium tuberculosis 3 0.7291
Enoyl-[acyl-carrier-protein] reductase [NADH] P9WGR1 INHA_MYCTU Mycobacterium tuberculosis 3 0.7291
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7288
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7288
Chorismate mutase AroH P19080 AROH_BACSU Bacillus subtilis 2 0.7282
Chorismate mutase AroH P19080 AROH_BACSU Bacillus subtilis 2 0.7282
Prolyl tripeptidyl peptidase Q7MUW6 PTP_PORGI Porphyromonas gingivalis 3 0.7273
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 2 0.7273
Prolyl tripeptidyl peptidase Q7MUW6 PTP_PORGI Porphyromonas gingivalis 3 0.7273
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 2 0.7273
Lanosterol synthase P48449 ERG7_HUMAN Homo sapiens 3 0.7258
Lanosterol synthase P48449 ERG7_HUMAN Homo sapiens 3 0.7258
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7215
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 2 0.7215
Vitamin D-binding protein P02774 VTDB_HUMAN Homo sapiens 2 0.7145
Vitamin D-binding protein P02774 VTDB_HUMAN Homo sapiens 2 0.7145
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7035
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7035
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7024
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7024
Alcohol dehydrogenase 1C P00326 ADH1G_HUMAN Homo sapiens 3 0.7013
Alcohol dehydrogenase 1C P00326 ADH1G_HUMAN Homo sapiens 3 0.7013

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