Sclerophytin B - Compound Card

Sclerophytin B

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Sclerophytin B

Structure
Zoomed Structure
  • Family: Animalia - Alcyoniidae
  • Kingdom: Animalia
  • Class: Terpenoid
    • Subclass: Eunicellin-Type Diterpene
Canonical Smiles CC(=O)O[C@]1(C)CC[C@H](O)[C@@](C[C@H]2O[C@@H]1[C@H]1[C@@H]2C(=C)CC[C@@H]1C(C)C)(C)O
InChI InChI=1S/C22H36O5/c1-12(2)15-8-7-13(3)18-16-11-21(5,25)17(24)9-10-22(6,27-14(4)23)20(26-16)19(15)18/h12,15-20,24-25H,3,7-11H2,1-2,4-6H3/t15-,16-,17+,18-,19-,20-,21+,22-/m1/s1
InChIKey MISONEVIRFNWCQ-UTEQDJHMSA-N
Formula C22H36O5
HBA 5
HBD 2
MW 380.53
Rotatable Bonds 2
TPSA 75.99
LogP 3.23
Number Rings 3
Number Aromatic Rings 0
Heavy Atom Count 27
Formal Charge 0
Fraction CSP3 0.86
Exact Mass 380.26
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Cladiella pachyclados Alcyoniidae Animalia 859391

Showing of synonyms

  • Hassan HM, Khanfar MA, et al. (2010). Pachycladins A-E, prostate cancer invasion and migration inhibitory eunicellin-based diterpenoids from the Red Sea soft coral Cladiella pachyclados. Journal of Natural Products,2010,73(5),848-853. [View] [PubMed]
Pubchem: 14313366

No compound-protein relationship available.

Structure

SMILES: C=C1CCCC(C12)C3CCCCCCC2O3

Level: 0

Mol. Weight: 380.53 g/mol

Antimigratory

Absorption

Caco-2 (logPapp)
-4.5
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.66
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.07

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.82
Plasma Protein Binding
58.14
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
Non-Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
11.34
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.02
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-1.21
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.03
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-3.67
Rat (Acute)
3.32
Rat (Chronic Oral)
1.44
Fathead Minnow
3.9
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
409.71
Hydration Free Energy
-6.12
Log(D) at pH=7.4
2.99
Log(P)
3.93
Log S
-4.26
Log(Vapor Pressure)
-7.69
Melting Point
156.98
pKa Acid
9.37
pKa Basic
5.88
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.8362
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.8362
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.8323
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.8323
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7975
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7975
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7876
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7876
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7788
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7788
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7538
Nuclear receptor subfamily 1 group I member 2 O75469 NR1I2_HUMAN Homo sapiens 3 0.7538
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7447
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7447
Rhodopsin P02699 OPSD_BOVIN Bos taurus 3 0.7365
Rhodopsin P02699 OPSD_BOVIN Bos taurus 3 0.7365
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7297
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7297
Xylose isomerase P24300 XYLA_STRRU Streptomyces rubiginosus 3 0.7292
Xylose isomerase P24300 XYLA_STRRU Streptomyces rubiginosus 3 0.7292
2-aminohexano-6-lactam racemase Q7M181 ACLR_ACHOB Achromobacter obae 3 0.7087
2-aminohexano-6-lactam racemase Q7M181 ACLR_ACHOB Achromobacter obae 3 0.7087
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7000
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7000

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