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2-[(2S,3R,4R,5R)-4-[(1S,3aS,5R,6R,7R,7aR)-6-formyloxy-1-(furan-3-yl)-3a-hydroxy-7-[(2S,3S)-2-hydroxy-3-methylpentanoyl]oxy-7a-methyl-4-methylidene-3-oxo-2,5,6,7-tetrahydro-1H-inden-5-yl]-5-acetyloxy-2-(hydroxymethyl)-2,4-dimethyl-7-oxooxepan-3-yl]acetic acid

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 492aba62-85f3-4aaa-9c2c-2e2a98d418e7
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name 2-[(2S,3R,4R,5R)-4-[(1S,3aS,5R,6R,7R,7aR)-6-formyloxy-1-(furan-3-yl)-3a-hydroxy-7-[(2S,3S)-2-hydroxy-3-methylpentanoyl]oxy-7a-methyl-4-methylidene-3-oxo-2,5,6,7-tetrahydro-1H-inden-5-yl]-5-acetyloxy-2-(hydroxymethyl)-2,4-dimethyl-7-oxooxepan-3-yl]acetic acid
SMILES (Canonical) CCC(C)C(C(=O)OC1C(C(C(=C)C2(C1(C(CC2=O)C3=COC=C3)C)O)C4(C(CC(=O)OC(C4CC(=O)O)(C)CO)OC(=O)C)C)OC=O)O
SMILES (Isomeric) CC[C@H](C)[C@@H](C(=O)O[C@H]1[C@@H]([C@@H](C(=C)[C@@]2([C@@]1([C@@H](CC2=O)C3=COC=C3)C)O)[C@]4([C@@H](CC(=O)O[C@]([C@@H]4CC(=O)O)(C)CO)OC(=O)C)C)OC=O)O
InChI InChI=1S/C35H46O15/c1-8-17(2)28(43)31(44)49-30-29(47-16-37)27(18(3)35(45)23(39)11-21(34(30,35)7)20-9-10-46-14-20)33(6)22(12-25(40)41)32(5,15-36)50-26(42)13-24(33)48-19(4)38/h9-10,14,16-17,21-22,24,27-30,36,43,45H,3,8,11-13,15H2,1-2,4-7H3,(H,40,41)/t17-,21-,22-,24+,27+,28-,29+,30-,32+,33+,34+,35+/m0/s1
InChI Key BKEMYFWKZCXFTC-LZMUMVHJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C35H46O15
Molecular Weight 706.70 g/mol
Exact Mass 706.28367076 g/mol
Topological Polar Surface Area (TPSA) 233.00 Ų
XlogP 1.20
Atomic LogP (AlogP) 1.85
H-Bond Acceptor 14
H-Bond Donor 4
Rotatable Bonds 12

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-[(2S,3R,4R,5R)-4-[(1S,3aS,5R,6R,7R,7aR)-6-formyloxy-1-(furan-3-yl)-3a-hydroxy-7-[(2S,3S)-2-hydroxy-3-methylpentanoyl]oxy-7a-methyl-4-methylidene-3-oxo-2,5,6,7-tetrahydro-1H-inden-5-yl]-5-acetyloxy-2-(hydroxymethyl)-2,4-dimethyl-7-oxooxepan-3-yl]acetic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9886 98.86%
Caco-2 - 0.8401 84.01%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.6939 69.39%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior - 0.5061 50.61%
OATP1B3 inhibitior + 0.9459 94.59%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9364 93.64%
BSEP inhibitior + 0.9222 92.22%
P-glycoprotein inhibitior + 0.7796 77.96%
P-glycoprotein substrate + 0.6897 68.97%
CYP3A4 substrate + 0.7050 70.50%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8624 86.24%
CYP3A4 inhibition + 0.7996 79.96%
CYP2C9 inhibition - 0.6541 65.41%
CYP2C19 inhibition - 0.7982 79.82%
CYP2D6 inhibition - 0.9446 94.46%
CYP1A2 inhibition - 0.7958 79.58%
CYP2C8 inhibition + 0.7652 76.52%
CYP inhibitory promiscuity - 0.7722 77.22%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.5276 52.76%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.9088 90.88%
Skin irritation - 0.5873 58.73%
Skin corrosion - 0.9412 94.12%
Ames mutagenesis - 0.5937 59.37%
Human Ether-a-go-go-Related Gene inhibition - 0.3955 39.55%
Micronuclear - 0.6700 67.00%
Hepatotoxicity + 0.7525 75.25%
skin sensitisation - 0.8680 86.80%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.7028 70.28%
Acute Oral Toxicity (c) III 0.3918 39.18%
Estrogen receptor binding + 0.7818 78.18%
Androgen receptor binding + 0.7515 75.15%
Thyroid receptor binding + 0.5876 58.76%
Glucocorticoid receptor binding + 0.7666 76.66%
Aromatase binding + 0.6201 62.01%
PPAR gamma + 0.7416 74.16%
Honey bee toxicity - 0.7335 73.35%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9974 99.74%

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
CHEMBL2581 P07339 Cathepsin D 99.12% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.99% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.21% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.53% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.44% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.61% 86.33%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 91.99% 95.50%
CHEMBL221 P23219 Cyclooxygenase-1 91.95% 90.17%
CHEMBL3524 P56524 Histone deacetylase 4 88.64% 92.97%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.05% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.46% 95.89%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 87.17% 93.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.54% 97.25%
CHEMBL340 P08684 Cytochrome P450 3A4 85.33% 91.19%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.78% 96.00%
CHEMBL2964 P36507 Dual specificity mitogen-activated protein kinase kinase 2 83.46% 80.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.79% 99.23%
CHEMBL1937 Q92769 Histone deacetylase 2 81.60% 94.75%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.46% 89.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.84% 99.17%
CHEMBL2413 P32246 C-C chemokine receptor type 1 80.39% 89.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.33% 100.00%

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.
Aphanamixis polystachya

Cross-Links

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PubChem 50994860
LOTUS LTS0132680
wikiData Q104937526