Synagrantol B - Compound Card

Synagrantol B

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Synagrantol B

Structure
Zoomed Structure
  • Family: Plantae - Euphorbiaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Phorbol-Type Diterpene Ester
Canonical Smiles C/C=C(/C(=O)O[C@@H]1[C@@H](C)[C@@]2(O)[C@@H]([C@H]3[C@]1(OC(=O)/C(=C/C)/C)C3(C)C)C=C(C[C@]1([C@H]2C=C(C1=O)C)O)C)\C
InChI InChI=1S/C30H40O7/c1-10-16(4)25(32)36-24-19(7)29(35)20(12-15(3)14-28(34)21(29)13-18(6)23(28)31)22-27(8,9)30(22,24)37-26(33)17(5)11-2/h10-13,19-22,24,34-35H,14H2,1-9H3/b16-10+,17-11+/t19-,20-,21-,22-,24-,28-,29-,30-/m1/s1
InChIKey TZXKLAJTOIJUOD-UPRGZPJCSA-N
Formula C30H40O7
HBA 7
HBD 2
MW 512.64
Rotatable Bonds 4
TPSA 110.13
LogP 3.99
Number Rings 4
Number Aromatic Rings 0
Heavy Atom Count 37
Formal Charge 0
Fraction CSP3 0.63
Exact Mass 512.28
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Synadenium grantii Euphorbiaceae Plantae 213049

Showing of synonyms

  • Hassan EM, Mohammed MMD, et al. (2012). Two new phorbol-type diterpene esters from Synadenium grantii Hook F. leaves. Records of Natural Products,2012,6(3),255-262. [View]
Pubchem: 162817250

No compound-protein relationship available.

Structure

SMILES: C12C(C1)CCC3C4C(C(=O)C=C4)CC=CC23

Level: 0

Mol. Weight: 512.64 g/mol

Cytotoxic

Absorption

Caco-2 (logPapp)
-4.65
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.67
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
-2.37

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.76
Plasma Protein Binding
97.88
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
Non-Substrate
CYP 3A4 Inhibitor
Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
9.47
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.2
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.65
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.16
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Toxic
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
-465.57
Rat (Acute)
3.94
Rat (Chronic Oral)
1.81
Fathead Minnow
4.4
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
428.8
Hydration Free Energy
-2.88
Log(D) at pH=7.4
3.91
Log(P)
5.76
Log S
-4.46
Log(Vapor Pressure)
-8.26
Melting Point
197.51
pKa Acid
6.83
pKa Basic
1.71
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Sodium-dependent dopamine transporter Q7K4Y6 DAT_DROME Drosophila melanogaster 2 0.7634
Sodium-dependent dopamine transporter Q7K4Y6 DAT_DROME Drosophila melanogaster 2 0.7634
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7348
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7348
Thermolysin P00800 THER_BACTH Bacillus thermoproteolyticus 3 0.7119
Thermolysin P00800 THER_BACTH Bacillus thermoproteolyticus 3 0.7119
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7112
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 2 0.7112

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