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Dichrostachine A

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 a03679a6-4885-4784-b57a-a12af99eb769
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
IUPAC Name (4aR,8R,8aS)-8-[[(1R,3S,4aR,5R,8aS)-3-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]methyl]-8a-(5,7-dihydroxy-4-oxochromen-2-yl)-3-methoxy-7-methyl-5,8-dihydro-4aH-naphthalene-1,4-dione
SMILES (Canonical) CC1=CCC2C(=O)C(=CC(=O)C2(C1CC3C(=C)C(CC4C3(CCCC4(C)CO)C)O)C5=CC(=O)C6=C(C=C(C=C6O5)O)O)OC
SMILES (Isomeric) CC1=CC[C@H]2C(=O)C(=CC(=O)[C@]2([C@@H]1C[C@H]3C(=C)[C@H](C[C@@H]4[C@@]3(CCC[C@@]4(C)CO)C)O)C5=CC(=O)C6=C(C=C(C=C6O5)O)O)OC
InChI InChI=1S/C36H42O9/c1-18-7-8-21-33(43)28(44-5)16-30(42)36(21,31-15-26(41)32-25(40)11-20(38)12-27(32)45-31)22(18)13-23-19(2)24(39)14-29-34(3,17-37)9-6-10-35(23,29)4/h7,11-12,15-16,21-24,29,37-40H,2,6,8-10,13-14,17H2,1,3-5H3/t21-,22+,23-,24-,29-,34-,35+,36-/m0/s1
InChI Key DUHUEQDHHJOBJV-AOIUAGPTSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C36H42O9
Molecular Weight 618.70 g/mol
Exact Mass 618.28288291 g/mol
Topological Polar Surface Area (TPSA) 151.00 Ų
XlogP 4.20
Atomic LogP (AlogP) 4.84
H-Bond Acceptor 9
H-Bond Donor 4
Rotatable Bonds 5

Synonyms

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(4aR,8R,8aS)-8-(((1R,3S,4aR,5R,8aS)-3-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl)methyl)-8a-(5,7-dihydroxy-4-oxochromen-2-yl)-3-methoxy-7-methyl-5,8-dihydro-4aH-naphthalene-1,4-dione
(4aR,8R,8aS)-8-[[(1R,3S,4aR,5R,8aS)-3-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]methyl]-8a-(5,7-dihydroxy-4-oxochromen-2-yl)-3-methoxy-7-methyl-5,8-dihydro-4aH-naphthalene-1,4-dione
RefChem:133143
CHEMBL1077840

2D Structure

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2D Structure of Dichrostachine A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9474 94.74%
Caco-2 - 0.8266 82.66%
Blood Brain Barrier + 0.5356 53.56%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.7087 70.87%
OATP2B1 inhibitior - 0.7174 71.74%
OATP1B1 inhibitior + 0.7960 79.60%
OATP1B3 inhibitior + 0.9171 91.71%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.7723 77.23%
BSEP inhibitior + 0.9900 99.00%
P-glycoprotein inhibitior + 0.7349 73.49%
P-glycoprotein substrate + 0.7058 70.58%
CYP3A4 substrate + 0.7284 72.84%
CYP2C9 substrate + 0.5975 59.75%
CYP2D6 substrate - 0.8584 85.84%
CYP3A4 inhibition + 0.6246 62.46%
CYP2C9 inhibition - 0.7657 76.57%
CYP2C19 inhibition - 0.7092 70.92%
CYP2D6 inhibition - 0.9266 92.66%
CYP1A2 inhibition - 0.6087 60.87%
CYP2C8 inhibition + 0.8080 80.80%
CYP inhibitory promiscuity - 0.8252 82.52%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.7512 75.12%
Eye corrosion - 0.9894 98.94%
Eye irritation - 0.9179 91.79%
Skin irritation - 0.7077 70.77%
Skin corrosion - 0.9444 94.44%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6581 65.81%
Micronuclear - 0.7400 74.00%
Hepatotoxicity - 0.5875 58.75%
skin sensitisation - 0.8878 88.78%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.7750 77.50%
Nephrotoxicity - 0.8010 80.10%
Acute Oral Toxicity (c) I 0.4168 41.68%
Estrogen receptor binding + 0.8432 84.32%
Androgen receptor binding + 0.7694 76.94%
Thyroid receptor binding + 0.5629 56.29%
Glucocorticoid receptor binding + 0.8331 83.31%
Aromatase binding + 0.7546 75.46%
PPAR gamma + 0.7151 71.51%
Honey bee toxicity - 0.6134 61.34%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.6400 64.00%
Fish aquatic toxicity + 0.9903 99.03%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.62% 91.11%
CHEMBL3192 Q9BY41 Histone deacetylase 8 97.82% 93.99%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 96.57% 94.00%
CHEMBL2581 P07339 Cathepsin D 94.82% 98.95%
CHEMBL1937 Q92769 Histone deacetylase 2 94.77% 94.75%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.15% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.12% 94.45%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 93.78% 96.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.27% 86.33%
CHEMBL1951 P21397 Monoamine oxidase A 92.46% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.37% 89.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.54% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.71% 95.89%
CHEMBL220 P22303 Acetylcholinesterase 89.64% 94.45%
CHEMBL3194 P02766 Transthyretin 89.05% 90.71%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 88.19% 90.71%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 85.57% 95.50%
CHEMBL340 P08684 Cytochrome P450 3A4 85.14% 91.19%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.12% 92.94%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.56% 91.07%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.27% 97.14%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.82% 99.17%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.17% 100.00%
CHEMBL233 P35372 Mu opioid receptor 81.96% 97.93%
CHEMBL218 P21554 Cannabinoid CB1 receptor 81.70% 96.61%
CHEMBL2535 P11166 Glucose transporter 80.82% 98.75%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.24% 92.62%

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.
Dichrostachys cinerea

Cross-Links

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PubChem 44557088
NPASS NPC120857
ChEMBL CHEMBL1077840
LOTUS LTS0051492
wikiData Q104989244