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9-[furan-3-yl-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-1-hydroxy-5,5,7a,9,11b-pentamethyl-3,7-dioxospiro[2,5a,6,10,11,11a-hexahydro-1H-naphtho[2,1-c]oxepine-8,3'-oxirane]-2'-carboxylic 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 f3aafe66-0627-415e-91a2-e428003e9c74
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
IUPAC Name 9-[furan-3-yl-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-1-hydroxy-5,5,7a,9,11b-pentamethyl-3,7-dioxospiro[2,5a,6,10,11,11a-hexahydro-1H-naphtho[2,1-c]oxepine-8,3'-oxirane]-2'-carboxylic acid
SMILES (Canonical) CC1(C2CC(=O)C3(C(C2(C(CC(=O)O1)O)C)CCC(C34C(O4)C(=O)O)(C)C(C5=COC=C5)OC6C(C(C(C(O6)CO)O)O)O)C)C
SMILES (Isomeric) CC1(C2CC(=O)C3(C(C2(C(CC(=O)O1)O)C)CCC(C34C(O4)C(=O)O)(C)C(C5=COC=C5)OC6C(C(C(C(O6)CO)O)O)O)C)C
InChI InChI=1S/C32H44O14/c1-28(2)17-10-19(35)31(5)16(30(17,4)18(34)11-20(36)45-28)6-8-29(3,32(31)25(46-32)26(40)41)24(14-7-9-42-13-14)44-27-23(39)22(38)21(37)15(12-33)43-27/h7,9,13,15-18,21-25,27,33-34,37-39H,6,8,10-12H2,1-5H3,(H,40,41)
InChI Key RXNOYQITMDJAFP-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H44O14
Molecular Weight 652.70 g/mol
Exact Mass 652.27310607 g/mol
Topological Polar Surface Area (TPSA) 226.00 Ų
XlogP -0.40
Atomic LogP (AlogP) 0.46
H-Bond Acceptor 13
H-Bond Donor 6
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 9-[furan-3-yl-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-1-hydroxy-5,5,7a,9,11b-pentamethyl-3,7-dioxospiro[2,5a,6,10,11,11a-hexahydro-1H-naphtho[2,1-c]oxepine-8,3'-oxirane]-2'-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7383 73.83%
Caco-2 - 0.8596 85.96%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.6933 69.33%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7808 78.08%
OATP1B3 inhibitior + 0.9070 90.70%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior - 0.5401 54.01%
P-glycoprotein inhibitior + 0.6797 67.97%
P-glycoprotein substrate + 0.5249 52.49%
CYP3A4 substrate + 0.6965 69.65%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8694 86.94%
CYP3A4 inhibition + 0.5317 53.17%
CYP2C9 inhibition - 0.7441 74.41%
CYP2C19 inhibition - 0.8564 85.64%
CYP2D6 inhibition - 0.9360 93.60%
CYP1A2 inhibition - 0.8544 85.44%
CYP2C8 inhibition + 0.5954 59.54%
CYP inhibitory promiscuity - 0.9473 94.73%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6477 64.77%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.9090 90.90%
Skin irritation - 0.6968 69.68%
Skin corrosion - 0.9276 92.76%
Ames mutagenesis - 0.7140 71.40%
Human Ether-a-go-go-Related Gene inhibition + 0.7378 73.78%
Micronuclear - 0.7300 73.00%
Hepatotoxicity - 0.6375 63.75%
skin sensitisation - 0.8913 89.13%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity - 0.8120 81.20%
Acute Oral Toxicity (c) I 0.4356 43.56%
Estrogen receptor binding + 0.7321 73.21%
Androgen receptor binding + 0.7838 78.38%
Thyroid receptor binding - 0.5121 51.21%
Glucocorticoid receptor binding + 0.7281 72.81%
Aromatase binding + 0.7076 70.76%
PPAR gamma + 0.6984 69.84%
Honey bee toxicity - 0.7391 73.91%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6650 66.50%
Fish aquatic toxicity + 0.9305 93.05%

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 97.52% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.50% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.62% 91.11%
CHEMBL4040 P28482 MAP kinase ERK2 94.97% 83.82%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.40% 85.14%
CHEMBL221 P23219 Cyclooxygenase-1 91.14% 90.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.11% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.24% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.08% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.07% 95.89%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 84.86% 95.83%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.61% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.31% 86.33%
CHEMBL5028 O14672 ADAM10 81.89% 97.50%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.69% 99.23%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.12% 94.00%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 80.12% 90.24%

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.
Citrus × aurantium

Cross-Links

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PubChem 14313523
LOTUS LTS0099848
wikiData Q105247178