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2',3'-Dihydrosalannin

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 40ef85ac-47b9-496f-9186-060ce2c5c05f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(1R,2S,4R,6R,9R,10R,11R,12S,14R,15R,18R)-14-acetyloxy-6-(furan-3-yl)-10-(2-methoxy-2-oxoethyl)-7,9,11,15-tetramethyl-3,17-dioxapentacyclo[9.6.1.02,9.04,8.015,18]octadec-7-en-12-yl] 2-methylbutanoate
SMILES (Canonical) CCC(C)C(=O)OC1CC(C2(COC3C2C1(C(C4(C3OC5C4=C(C(C5)C6=COC=C6)C)C)CC(=O)OC)C)C)OC(=O)C
SMILES (Isomeric) CCC(C)C(=O)O[C@H]1C[C@H]([C@]2(CO[C@@H]3[C@@H]2[C@]1([C@H]([C@]4([C@@H]3O[C@H]5C4=C([C@@H](C5)C6=COC=C6)C)C)CC(=O)OC)C)C)OC(=O)C
InChI InChI=1S/C34H46O9/c1-9-17(2)31(37)43-25-14-24(41-19(4)35)32(5)16-40-28-29(32)33(25,6)23(13-26(36)38-8)34(7)27-18(3)21(20-10-11-39-15-20)12-22(27)42-30(28)34/h10-11,15,17,21-25,28-30H,9,12-14,16H2,1-8H3/t17?,21-,22-,23-,24-,25+,28-,29+,30-,32-,33+,34-/m1/s1
InChI Key SIEHUSRDVBNRGT-GRBUMBGESA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C34H46O9
Molecular Weight 598.70 g/mol
Exact Mass 598.31418304 g/mol
Topological Polar Surface Area (TPSA) 111.00 Ų
XlogP 4.10
Atomic LogP (AlogP) 5.37
H-Bond Acceptor 9
H-Bond Donor 0
Rotatable Bonds 7

Synonyms

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CHEBI:67310
CHEMBL1774400
SIEHUSRDVBNRGT-GRBUMBGESA-N
DTXSID801098028
Q27135766
(2aR,3R,5S,5aR,6R,6aR,8R,9aR,10aS,10bR,10cR)-3-(acetyloxy)-8-(furan-3-yl)-6-(2-methoxy-2-oxoethyl)-2a,5a,6a,7-tetramethyl-2a,4,5,5a,6,6a,8,9,9a,10a,10b,10c-dodecahydro-2H,3H-cyclopenta[d]naphtho[2,3-b:1,8-b'c']difuran-5-yl 2-methylbutanoate
310904-30-4
Methyl (2aR,3R,5S,5aR,6R,6aR,8R,9aR,10aS,10bR,10cR)-3-(acetyloxy)-8-(3-furanyl)-2a,4,5,5a,6,6a,8,9,9a,10a,10b,10c-dodecahydro-2a,5a,6a,7-tetramethyl-5-(2-methyl-1-oxobutoxy)-2H,3H-cyclopenta[b]furo[2',3',4':4,5]naphtho[2,3-d]furan-6-acetate

2D Structure

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2D Structure of 2',3'-Dihydrosalannin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9974 99.74%
Caco-2 - 0.7549 75.49%
Blood Brain Barrier + 0.8250 82.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.7589 75.89%
OATP2B1 inhibitior - 0.8619 86.19%
OATP1B1 inhibitior + 0.7129 71.29%
OATP1B3 inhibitior + 0.9404 94.04%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.9938 99.38%
P-glycoprotein inhibitior + 0.8487 84.87%
P-glycoprotein substrate + 0.7317 73.17%
CYP3A4 substrate + 0.7171 71.71%
CYP2C9 substrate - 0.7904 79.04%
CYP2D6 substrate - 0.8356 83.56%
CYP3A4 inhibition + 0.6937 69.37%
CYP2C9 inhibition - 0.7652 76.52%
CYP2C19 inhibition - 0.7816 78.16%
CYP2D6 inhibition - 0.9497 94.97%
CYP1A2 inhibition - 0.8699 86.99%
CYP2C8 inhibition + 0.8190 81.90%
CYP inhibitory promiscuity + 0.5781 57.81%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.4398 43.98%
Eye corrosion - 0.9885 98.85%
Eye irritation - 0.8911 89.11%
Skin irritation - 0.6791 67.91%
Skin corrosion - 0.9561 95.61%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7578 75.78%
Micronuclear - 0.5300 53.00%
Hepatotoxicity + 0.6520 65.20%
skin sensitisation - 0.8476 84.76%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.6000 60.00%
Nephrotoxicity - 0.6538 65.38%
Acute Oral Toxicity (c) I 0.4097 40.97%
Estrogen receptor binding + 0.8471 84.71%
Androgen receptor binding + 0.7290 72.90%
Thyroid receptor binding + 0.5610 56.10%
Glucocorticoid receptor binding + 0.8233 82.33%
Aromatase binding + 0.7151 71.51%
PPAR gamma + 0.8033 80.33%
Honey bee toxicity - 0.6433 64.33%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.7000 70.00%
Fish aquatic toxicity + 1.0000 100.00%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.83% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.40% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.24% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.16% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.23% 97.09%
CHEMBL221 P23219 Cyclooxygenase-1 92.30% 90.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.30% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.72% 94.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 90.20% 92.62%
CHEMBL2581 P07339 Cathepsin D 90.08% 98.95%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 89.80% 96.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 88.27% 95.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.28% 97.14%
CHEMBL5028 O14672 ADAM10 84.91% 97.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.69% 94.33%
CHEMBL3267 P48736 PI3-kinase p110-gamma subunit 83.33% 95.71%
CHEMBL340 P08684 Cytochrome P450 3A4 83.18% 91.19%
CHEMBL3830 Q2M2I8 Adaptor-associated kinase 83.11% 83.10%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.71% 95.56%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.75% 100.00%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 81.65% 87.67%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.25% 89.00%
CHEMBL3401 O75469 Pregnane X receptor 80.31% 94.73%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.16% 99.17%

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.
Azadirachta indica

Cross-Links

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PubChem 52952323
NPASS NPC322546
ChEMBL CHEMBL1774400
LOTUS LTS0146649
wikiData Q27135766