Negundoin A

Details

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Internal ID 4b090778-2f5e-484f-92dd-ae8ed8dc1a4a
Taxonomy Organic acids and derivatives > Carboxylic acids and derivatives > Dicarboxylic acids and derivatives
IUPAC Name methyl (2E)-2-[(3S,4aS,7R,8R,8aS)-3-acetyloxy-4,4,7,8a-tetramethylspiro[2,3,4a,5,6,7-hexahydro-1H-naphthalene-8,5'-oxolane]-2'-ylidene]acetate
SMILES (Canonical) CC1CCC2C(C(CCC2(C13CCC(=CC(=O)OC)O3)C)OC(=O)C)(C)C
SMILES (Isomeric) C[C@@H]1CC[C@@H]2[C@@]([C@@]13CC/C(=C\C(=O)OC)/O3)(CC[C@@H](C2(C)C)OC(=O)C)C
InChI InChI=1S/C22H34O5/c1-14-7-8-17-20(3,4)18(26-15(2)23)10-11-21(17,5)22(14)12-9-16(27-22)13-19(24)25-6/h13-14,17-18H,7-12H2,1-6H3/b16-13+/t14-,17+,18+,21+,22-/m1/s1
InChI Key IFXOQBCVGIFCLI-VSSSNARASA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C22H34O5
Molecular Weight 378.50 g/mol
Exact Mass 378.24062418 g/mol
Topological Polar Surface Area (TPSA) 61.80 Ų
XlogP 4.60
Atomic LogP (AlogP) 4.40
H-Bond Acceptor 5
H-Bond Donor 0
Rotatable Bonds 2

Synonyms

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CHEMBL589343

2D Structure

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2D Structure of Negundoin A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9925 99.25%
Caco-2 + 0.6652 66.52%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.6857 68.57%
Subcellular localzation Mitochondria 0.7282 72.82%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8443 84.43%
OATP1B3 inhibitior + 0.9288 92.88%
MATE1 inhibitior - 0.6600 66.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior - 0.4606 46.06%
P-glycoprotein inhibitior + 0.7393 73.93%
P-glycoprotein substrate - 0.7513 75.13%
CYP3A4 substrate + 0.6658 66.58%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8941 89.41%
CYP3A4 inhibition - 0.7156 71.56%
CYP2C9 inhibition - 0.8489 84.89%
CYP2C19 inhibition - 0.7911 79.11%
CYP2D6 inhibition - 0.9635 96.35%
CYP1A2 inhibition - 0.7684 76.84%
CYP2C8 inhibition + 0.5107 51.07%
CYP inhibitory promiscuity - 0.8737 87.37%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.5938 59.38%
Eye corrosion - 0.9857 98.57%
Eye irritation - 0.9356 93.56%
Skin irritation - 0.5984 59.84%
Skin corrosion - 0.8998 89.98%
Ames mutagenesis - 0.7264 72.64%
Human Ether-a-go-go-Related Gene inhibition + 0.7627 76.27%
Micronuclear - 0.7100 71.00%
Hepatotoxicity - 0.7185 71.85%
skin sensitisation - 0.7829 78.29%
Respiratory toxicity - 0.6333 63.33%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity + 0.4869 48.69%
Acute Oral Toxicity (c) III 0.4285 42.85%
Estrogen receptor binding + 0.8824 88.24%
Androgen receptor binding + 0.7095 70.95%
Thyroid receptor binding + 0.7391 73.91%
Glucocorticoid receptor binding + 0.7539 75.39%
Aromatase binding + 0.7696 76.96%
PPAR gamma + 0.7634 76.34%
Honey bee toxicity - 0.6898 68.98%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity + 0.9943 99.43%

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 97.97% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.45% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.34% 94.45%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 88.93% 89.05%
CHEMBL340 P08684 Cytochrome P450 3A4 87.48% 91.19%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.16% 92.94%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 84.78% 95.71%
CHEMBL5028 O14672 ADAM10 84.17% 97.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.15% 95.56%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.89% 94.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.84% 97.14%
CHEMBL2413 P32246 C-C chemokine receptor type 1 82.69% 89.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.65% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.53% 95.89%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 80.36% 98.75%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.19% 95.50%

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.
Vitex negundo

Cross-Links

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PubChem 46229707
NPASS NPC106332
ChEMBL CHEMBL589343
LOTUS LTS0052134
wikiData Q105112450