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8-(2-carboxy-1-hydroxyethyl)-3-[furan-3-yl-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-7-(2-hydroxypropan-2-yl)-3,4a,8-trimethyl-5-oxospiro[2,6,7,8a-tetrahydro-1H-naphthalene-4,3'-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 728b77ad-c05a-42ec-9c7c-00552f862342
Taxonomy Lipids and lipid-like molecules > Saccharolipids
IUPAC Name 8-(2-carboxy-1-hydroxyethyl)-3-[furan-3-yl-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-7-(2-hydroxypropan-2-yl)-3,4a,8-trimethyl-5-oxospiro[2,6,7,8a-tetrahydro-1H-naphthalene-4,3'-oxirane]-2'-carboxylic acid
SMILES (Canonical) CC1(CCC2C(C(CC(=O)C2(C13C(O3)C(=O)O)C)C(C)(C)O)(C)C(CC(=O)O)O)C(C4=COC=C4)OC5C(C(C(C(O5)CO)O)O)O
SMILES (Isomeric) CC1(CCC2C(C(CC(=O)C2(C13C(O3)C(=O)O)C)C(C)(C)O)(C)C(CC(=O)O)O)C(C4=COC=C4)OC5C(C(C(C(O5)CO)O)O)O
InChI InChI=1S/C32H46O15/c1-28(2,43)17-10-19(35)31(5)16(30(17,4)18(34)11-20(36)37)6-8-29(3,32(31)25(47-32)26(41)42)24(14-7-9-44-13-14)46-27-23(40)22(39)21(38)15(12-33)45-27/h7,9,13,15-18,21-25,27,33-34,38-40,43H,6,8,10-12H2,1-5H3,(H,36,37)(H,41,42)
InChI Key KHVQVGJVQGOROB-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H46O15
Molecular Weight 670.70 g/mol
Exact Mass 670.28367076 g/mol
Topological Polar Surface Area (TPSA) 257.00 Ų
XlogP -1.20
Atomic LogP (AlogP) -0.02
H-Bond Acceptor 13
H-Bond Donor 8
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 8-(2-carboxy-1-hydroxyethyl)-3-[furan-3-yl-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-7-(2-hydroxypropan-2-yl)-3,4a,8-trimethyl-5-oxospiro[2,6,7,8a-tetrahydro-1H-naphthalene-4,3'-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 + 0.7439 74.39%
Caco-2 - 0.8668 86.68%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.7432 74.32%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8027 80.27%
OATP1B3 inhibitior + 0.9042 90.42%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6000 60.00%
BSEP inhibitior - 0.6496 64.96%
P-glycoprotein inhibitior + 0.6699 66.99%
P-glycoprotein substrate + 0.6387 63.87%
CYP3A4 substrate + 0.7097 70.97%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8680 86.80%
CYP3A4 inhibition + 0.5645 56.45%
CYP2C9 inhibition - 0.7777 77.77%
CYP2C19 inhibition - 0.8782 87.82%
CYP2D6 inhibition - 0.9361 93.61%
CYP1A2 inhibition - 0.8572 85.72%
CYP2C8 inhibition + 0.6322 63.22%
CYP inhibitory promiscuity - 0.9417 94.17%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6222 62.22%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.9094 90.94%
Skin irritation - 0.6875 68.75%
Skin corrosion - 0.9291 92.91%
Ames mutagenesis - 0.7070 70.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7657 76.57%
Micronuclear - 0.7300 73.00%
Hepatotoxicity - 0.5000 50.00%
skin sensitisation - 0.8990 89.90%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity - 0.9011 90.11%
Acute Oral Toxicity (c) I 0.4626 46.26%
Estrogen receptor binding + 0.7260 72.60%
Androgen receptor binding + 0.7728 77.28%
Thyroid receptor binding - 0.5141 51.41%
Glucocorticoid receptor binding + 0.7119 71.19%
Aromatase binding + 0.6998 69.98%
PPAR gamma + 0.7095 70.95%
Honey bee toxicity - 0.6998 69.98%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.7100 71.00%
Fish aquatic toxicity + 0.9223 92.23%

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
CHEMBL4040 P28482 MAP kinase ERK2 99.17% 83.82%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.09% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.39% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.38% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.18% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 94.43% 90.17%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.49% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.33% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.05% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.78% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.68% 86.33%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 89.39% 94.23%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 88.74% 93.04%
CHEMBL220 P22303 Acetylcholinesterase 88.37% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.79% 89.00%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 87.68% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.56% 95.89%
CHEMBL5028 O14672 ADAM10 83.31% 97.50%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 82.33% 94.62%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.16% 100.00%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 81.74% 95.71%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.56% 99.23%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.54% 93.56%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 81.43% 97.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.30% 94.00%

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.
Citrus × aurantium

Cross-Links

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PubChem 162975977
LOTUS LTS0094375
wikiData Q105141352