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2',3'-Dehydrosalannol

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 d048abc8-5255-43ec-b32f-01fd75e5c442
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name [(1R,2S,4R,6R,9R,10R,11R,12S,14R,15R,18R)-6-(furan-3-yl)-14-hydroxy-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] 3-methylbut-2-enoate
SMILES (Canonical) CC1=C2C(CC1C3=COC=C3)OC4C2(C(C5(C(CC(C6(C5C4OC6)C)O)OC(=O)C=C(C)C)C)CC(=O)OC)C
SMILES (Isomeric) CC1=C2[C@@H](C[C@H]1C3=COC=C3)O[C@H]4[C@@]2([C@@H]([C@]5([C@H](C[C@H]([C@@]6([C@@H]5[C@H]4OC6)C)O)OC(=O)C=C(C)C)C)CC(=O)OC)C
InChI InChI=1S/C32H42O8/c1-16(2)10-25(35)40-23-13-22(33)30(4)15-38-27-28(30)31(23,5)21(12-24(34)36-7)32(6)26-17(3)19(18-8-9-37-14-18)11-20(26)39-29(27)32/h8-10,14,19-23,27-29,33H,11-13,15H2,1-7H3/t19-,20-,21-,22-,23+,27-,28+,29-,30-,31+,32-/m1/s1
InChI Key BGHFPZJLGAYVQC-QJBQBLRASA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C32H42O8
Molecular Weight 554.70 g/mol
Exact Mass 554.28796829 g/mol
Topological Polar Surface Area (TPSA) 104.00 Ų
XlogP 3.60
Atomic LogP (AlogP) 4.72
H-Bond Acceptor 8
H-Bond Donor 1
Rotatable Bonds 5

Synonyms

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97411-50-2
2'3'-dehydrosalannol
AKOS040760974
FS-9231
methyl (2aS,3R,5R,5aS,6S,6aS,8R,9aS,10aR,10bR,10cS)]- 8-(3-furyl)-2a,4,5,5a,6,6a,8,9,9a,10a,10b,10c-dodecahydro-3-hydroxy- 2a,5a,6a,7-tetramethyl-5-(3-methylbut-2-enoyloxy)-2H,3H- cyclopenta[4',5']furo[2',3':6,5]benzo[cd]isobenzofuran-6-acetate

2D Structure

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2D Structure of 2',3'-Dehydrosalannol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9965 99.65%
Caco-2 - 0.6887 68.87%
Blood Brain Barrier + 0.8500 85.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.8321 83.21%
OATP2B1 inhibitior - 0.8585 85.85%
OATP1B1 inhibitior + 0.7476 74.76%
OATP1B3 inhibitior + 0.8468 84.68%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.7864 78.64%
BSEP inhibitior + 0.9916 99.16%
P-glycoprotein inhibitior + 0.7870 78.70%
P-glycoprotein substrate + 0.7431 74.31%
CYP3A4 substrate + 0.7210 72.10%
CYP2C9 substrate - 0.7958 79.58%
CYP2D6 substrate - 0.8820 88.20%
CYP3A4 inhibition + 0.6689 66.89%
CYP2C9 inhibition - 0.5569 55.69%
CYP2C19 inhibition - 0.8344 83.44%
CYP2D6 inhibition - 0.9460 94.60%
CYP1A2 inhibition - 0.8867 88.67%
CYP2C8 inhibition + 0.8428 84.28%
CYP inhibitory promiscuity - 0.8239 82.39%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.4488 44.88%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9115 91.15%
Skin irritation - 0.6794 67.94%
Skin corrosion - 0.9516 95.16%
Ames mutagenesis - 0.5864 58.64%
Human Ether-a-go-go-Related Gene inhibition + 0.7700 77.00%
Micronuclear - 0.5700 57.00%
Hepatotoxicity + 0.6396 63.96%
skin sensitisation - 0.8385 83.85%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity - 0.6094 60.94%
Acute Oral Toxicity (c) I 0.6933 69.33%
Estrogen receptor binding + 0.8327 83.27%
Androgen receptor binding + 0.7262 72.62%
Thyroid receptor binding + 0.5691 56.91%
Glucocorticoid receptor binding + 0.8484 84.84%
Aromatase binding + 0.7169 71.69%
PPAR gamma + 0.7912 79.12%
Honey bee toxicity - 0.5896 58.96%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.7500 75.00%
Fish aquatic toxicity + 0.9966 99.66%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.97% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.94% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.77% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.74% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.08% 86.33%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 92.58% 96.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.52% 97.09%
CHEMBL2243 O00519 Anandamide amidohydrolase 89.80% 97.53%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.23% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.53% 89.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 88.35% 95.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.13% 95.56%
CHEMBL5028 O14672 ADAM10 88.05% 97.50%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.24% 99.17%
CHEMBL3401 O75469 Pregnane X receptor 86.00% 94.73%
CHEMBL2581 P07339 Cathepsin D 84.74% 98.95%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.28% 92.62%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 83.86% 87.67%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 83.58% 89.44%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 83.44% 81.11%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 83.44% 94.33%
CHEMBL3830 Q2M2I8 Adaptor-associated kinase 83.26% 83.10%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 83.16% 89.67%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.83% 97.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.90% 100.00%
CHEMBL4040 P28482 MAP kinase ERK2 81.22% 83.82%
CHEMBL340 P08684 Cytochrome P450 3A4 80.38% 91.19%

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 91886694
LOTUS LTS0271391
wikiData Q104935545