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(1S,3R,9R,11S)-7-(3,4-dihydroxybenzoyl)-3-[(2S)-2,3-dihydroxy-3-methylbutyl]-4,4,10,10-tetramethyl-9,11-bis(3-methylbut-2-enyl)-5-oxatricyclo[7.3.1.01,6]tridec-6-ene-8,13-dione

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 f4fe9897-4da7-4ddd-bfb4-a70da5b50157
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Aromatic monoterpenoids
IUPAC Name (1S,3R,9R,11S)-7-(3,4-dihydroxybenzoyl)-3-[(2S)-2,3-dihydroxy-3-methylbutyl]-4,4,10,10-tetramethyl-9,11-bis(3-methylbut-2-enyl)-5-oxatricyclo[7.3.1.01,6]tridec-6-ene-8,13-dione
SMILES (Canonical) CC(=CCC1CC23CC(C(OC2=C(C(=O)C(C3=O)(C1(C)C)CC=C(C)C)C(=O)C4=CC(=C(C=C4)O)O)(C)C)CC(C(C)(C)O)O)C
SMILES (Isomeric) CC(=CC[C@H]1C[C@]23C[C@@H](C(OC2=C(C(=O)[C@@](C3=O)(C1(C)C)CC=C(C)C)C(=O)C4=CC(=C(C=C4)O)O)(C)C)C[C@@H](C(C)(C)O)O)C
InChI InChI=1S/C38H52O8/c1-21(2)11-13-24-19-37-20-25(18-28(41)35(7,8)45)36(9,10)46-32(37)29(30(42)23-12-14-26(39)27(40)17-23)31(43)38(33(37)44,34(24,5)6)16-15-22(3)4/h11-12,14-15,17,24-25,28,39-41,45H,13,16,18-20H2,1-10H3/t24-,25-,28-,37-,38-/m0/s1
InChI Key GTOCTNNMKPCVIJ-WFCNZGORSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C38H52O8
Molecular Weight 636.80 g/mol
Exact Mass 636.36621861 g/mol
Topological Polar Surface Area (TPSA) 141.00 Ų
XlogP 6.60
Atomic LogP (AlogP) 6.75
H-Bond Acceptor 8
H-Bond Donor 4
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,3R,9R,11S)-7-(3,4-dihydroxybenzoyl)-3-[(2S)-2,3-dihydroxy-3-methylbutyl]-4,4,10,10-tetramethyl-9,11-bis(3-methylbut-2-enyl)-5-oxatricyclo[7.3.1.01,6]tridec-6-ene-8,13-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9863 98.63%
Caco-2 - 0.7948 79.48%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.7351 73.51%
OATP2B1 inhibitior - 0.5667 56.67%
OATP1B1 inhibitior + 0.8719 87.19%
OATP1B3 inhibitior + 0.9476 94.76%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 1.0000 100.00%
BSEP inhibitior + 0.9876 98.76%
P-glycoprotein inhibitior + 0.7264 72.64%
P-glycoprotein substrate + 0.6277 62.77%
CYP3A4 substrate + 0.6717 67.17%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8257 82.57%
CYP3A4 inhibition - 0.8939 89.39%
CYP2C9 inhibition + 0.5124 51.24%
CYP2C19 inhibition + 0.5616 56.16%
CYP2D6 inhibition - 0.7822 78.22%
CYP1A2 inhibition - 0.5549 55.49%
CYP2C8 inhibition + 0.7278 72.78%
CYP inhibitory promiscuity - 0.8020 80.20%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6628 66.28%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.8961 89.61%
Skin irritation - 0.6620 66.20%
Skin corrosion - 0.9067 90.67%
Ames mutagenesis + 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4380 43.80%
Micronuclear - 0.5700 57.00%
Hepatotoxicity - 0.5373 53.73%
skin sensitisation - 0.7196 71.96%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity + 0.5086 50.86%
Acute Oral Toxicity (c) III 0.4316 43.16%
Estrogen receptor binding + 0.7536 75.36%
Androgen receptor binding + 0.7608 76.08%
Thyroid receptor binding + 0.6318 63.18%
Glucocorticoid receptor binding + 0.8093 80.93%
Aromatase binding + 0.7350 73.50%
PPAR gamma + 0.6855 68.55%
Honey bee toxicity - 0.7992 79.92%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9864 98.64%

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 99.54% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.41% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.86% 97.25%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.79% 86.33%
CHEMBL3401 O75469 Pregnane X receptor 93.14% 94.73%
CHEMBL1951 P21397 Monoamine oxidase A 91.64% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.47% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.38% 94.45%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 87.52% 93.40%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 86.97% 96.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.72% 95.89%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.09% 91.07%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.07% 97.14%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.93% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.62% 97.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.09% 99.17%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 83.69% 89.34%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 83.62% 96.90%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.81% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 82.52% 91.19%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.88% 95.56%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.67% 90.71%
CHEMBL1907605 P24864 Cyclin-dependent kinase 2/cyclin E1 80.95% 92.88%

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.
Symphonia globulifera

Cross-Links

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PubChem 101514310
LOTUS LTS0207243
wikiData Q105019116