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Dichapetalin I

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID a40ae8dd-8ea0-4f5c-8a75-1285f4011cb7
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name (3S,5R)-3-[(1R,2R,3R,5R,6R,9S,14S,15R,17R,18S,19S)-3,17-dihydroxy-2,6,14-trimethyl-9-phenyl-8-oxahexacyclo[16.3.1.01,18.02,15.05,14.06,11]docos-11-en-19-yl]-5-[(E)-3-hydroxy-2-methylprop-1-enyl]oxolan-2-one
SMILES (Canonical) CC(=CC1CC(C(=O)O1)C2CCC34C2(C3)C(CC5C4(C(CC6C5(CC=C7C6(COC(C7)C8=CC=CC=C8)C)C)O)C)O)CO
SMILES (Isomeric) C/C(=C\[C@H]1C[C@H](C(=O)O1)[C@@H]2CC[C@@]34[C@@]2(C3)[C@@H](C[C@H]5[C@]4([C@@H](C[C@@H]6[C@@]5(CC=C7[C@@]6(CO[C@@H](C7)C8=CC=CC=C8)C)C)O)C)O)/CO
InChI InChI=1S/C38H50O6/c1-22(19-39)14-25-16-26(33(42)44-25)27-11-13-37-20-38(27,37)32(41)18-30-34(2)12-10-24-15-28(23-8-6-5-7-9-23)43-21-35(24,3)29(34)17-31(40)36(30,37)4/h5-10,14,25-32,39-41H,11-13,15-21H2,1-4H3/b22-14+/t25-,26-,27-,28-,29+,30+,31+,32+,34-,35-,36-,37+,38+/m0/s1
InChI Key OGIKSTYGXSTZFU-XGDYXWHLSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C38H50O6
Molecular Weight 602.80 g/mol
Exact Mass 602.36073931 g/mol
Topological Polar Surface Area (TPSA) 96.20 Ų
XlogP 5.30
Atomic LogP (AlogP) 5.92
H-Bond Acceptor 6
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

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876610-25-2
(3S,5R)-3-((1R,2R,3R,5R,6R,9S,14S,15R,17R,18S,19S)-3,17-dihydroxy-2,6,14-trimethyl-9-phenyl-8-oxahexacyclo(16.3.1.01,18.02,15.05,14.06,11)docos-11-en-19-yl)-5-((E)-3-hydroxy-2-methylprop-1-enyl)oxolan-2-one
(3S,5R)-3-[(1R,2R,3R,5R,6R,9S,14S,15R,17R,18S,19S)-3,17-dihydroxy-2,6,14-trimethyl-9-phenyl-8-oxahexacyclo[16.3.1.01,18.02,15.05,14.06,11]docos-11-en-19-yl]-5-[(E)-3-hydroxy-2-methylprop-1-enyl]oxolan-2-one
RefChem:133003
14,18-Cyclocholesta-2,24-dieno(4,3-c)pyran-21-oic acid, 2',4,5',6'-tetrahydro-7,12,23,26-tetrahydroxy-4,8-dimethyl-6'-phenyl-, gamma-lactone, (4alpha,5alpha,6'alpha,7alpha,12beta,13alpha,17alpha,20S,23R,24E)-
14,18-Cyclocholesta-2,24-dieno(4,3-c)pyran-21-oic acid, 2',4,5',6'-tetrahydro-7,12,23,26-tetrahydroxy-4,8-dimethyl-6'-phenyl-, gamma-lactone, (4alpha,5alpha,6'alpha,7alpha,12beta,13alpha,17alpha,20S,23R,24E)-
CHEMBL448031

2D Structure

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2D Structure of Dichapetalin I

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9812 98.12%
Caco-2 - 0.8358 83.58%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.8223 82.23%
OATP2B1 inhibitior - 0.7171 71.71%
OATP1B1 inhibitior + 0.8267 82.67%
OATP1B3 inhibitior + 0.9588 95.88%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7602 76.02%
BSEP inhibitior + 0.9824 98.24%
P-glycoprotein inhibitior + 0.7175 71.75%
P-glycoprotein substrate + 0.5927 59.27%
CYP3A4 substrate + 0.7304 73.04%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8168 81.68%
CYP3A4 inhibition + 0.5733 57.33%
CYP2C9 inhibition - 0.8519 85.19%
CYP2C19 inhibition - 0.8408 84.08%
CYP2D6 inhibition - 0.9172 91.72%
CYP1A2 inhibition - 0.8141 81.41%
CYP2C8 inhibition + 0.8210 82.10%
CYP inhibitory promiscuity - 0.8112 81.12%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.4944 49.44%
Eye corrosion - 0.9905 99.05%
Eye irritation - 0.9304 93.04%
Skin irritation - 0.6065 60.65%
Skin corrosion - 0.9407 94.07%
Ames mutagenesis - 0.5707 57.07%
Human Ether-a-go-go-Related Gene inhibition + 0.7625 76.25%
Micronuclear - 0.7400 74.00%
Hepatotoxicity - 0.5375 53.75%
skin sensitisation - 0.8806 88.06%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity + 0.5692 56.92%
Acute Oral Toxicity (c) III 0.3851 38.51%
Estrogen receptor binding + 0.8251 82.51%
Androgen receptor binding + 0.7695 76.95%
Thyroid receptor binding + 0.5222 52.22%
Glucocorticoid receptor binding + 0.7938 79.38%
Aromatase binding + 0.6840 68.40%
PPAR gamma + 0.6839 68.39%
Honey bee toxicity - 0.6852 68.52%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5100 51.00%
Fish aquatic toxicity + 0.9879 98.79%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL2581 P07339 Cathepsin D 97.74% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.42% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.46% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.72% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.72% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.39% 86.33%
CHEMBL221 P23219 Cyclooxygenase-1 92.27% 90.17%
CHEMBL1994 P08235 Mineralocorticoid receptor 91.19% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.65% 89.00%
CHEMBL2996 Q05655 Protein kinase C delta 88.80% 97.79%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 88.32% 93.00%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 84.59% 94.62%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.44% 99.23%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 83.94% 85.14%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 82.55% 95.71%
CHEMBL5028 O14672 ADAM10 82.17% 97.50%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Dichapetalum gelonioides

Cross-Links

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PubChem 11721361
LOTUS LTS0042851
wikiData Q105191636