PlantaeDB Logo
Login Sign-up

(2'S,3S,4R,4aR,7R,8R,8aR)-8-[(1R)-2-carboxy-1-hydroxyethyl]-3-[(S)-furan-3-yl-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-8-(hydroxymethyl)-7-(2-hydroxypropan-2-yl)-3,4a-dimethyl-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

Top
Internal ID 4b8f7b5a-fed8-4d7e-83a4-d677d0b909ab
Taxonomy Lipids and lipid-like molecules > Saccharolipids
IUPAC Name (2'S,3S,4R,4aR,7R,8R,8aR)-8-[(1R)-2-carboxy-1-hydroxyethyl]-3-[(S)-furan-3-yl-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-8-(hydroxymethyl)-7-(2-hydroxypropan-2-yl)-3,4a-dimethyl-5-oxospiro[2,6,7,8a-tetrahydro-1H-naphthalene-4,3'-oxirane]-2'-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C32H46O16/c1-28(2,44)17-9-18(35)30(4)16(31(17,13-34)19(36)10-20(37)38)5-7-29(3,32(30)25(48-32)26(42)43)24(14-6-8-45-12-14)47-27-23(41)22(40)21(39)15(11-33)46-27/h6,8,12,15-17,19,21-25,27,33-34,36,39-41,44H,5,7,9-11,13H2,1-4H3,(H,37,38)(H,42,43)/t15-,16+,17+,19-,21-,22+,23-,24+,25-,27+,29+,30+,31-,32-/m1/s1
InChI Key MCCMYXSRCBDORE-COXITPELSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C32H46O16
Molecular Weight 686.70 g/mol
Exact Mass 686.27858538 g/mol
Topological Polar Surface Area (TPSA) 277.00 Ų
XlogP -2.40
Atomic LogP (AlogP) -1.04
H-Bond Acceptor 14
H-Bond Donor 9
Rotatable Bonds 11

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (2'S,3S,4R,4aR,7R,8R,8aR)-8-[(1R)-2-carboxy-1-hydroxyethyl]-3-[(S)-furan-3-yl-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-8-(hydroxymethyl)-7-(2-hydroxypropan-2-yl)-3,4a-dimethyl-5-oxospiro[2,6,7,8a-tetrahydro-1H-naphthalene-4,3'-oxirane]-2'-carboxylic acid

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6914 69.14%
Caco-2 - 0.8703 87.03%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7634 76.34%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7997 79.97%
OATP1B3 inhibitior + 0.9187 91.87%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5000 50.00%
BSEP inhibitior - 0.4793 47.93%
P-glycoprotein inhibitior + 0.6745 67.45%
P-glycoprotein substrate + 0.6321 63.21%
CYP3A4 substrate + 0.7160 71.60%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8680 86.80%
CYP3A4 inhibition - 0.5306 53.06%
CYP2C9 inhibition - 0.7883 78.83%
CYP2C19 inhibition - 0.8322 83.22%
CYP2D6 inhibition - 0.9345 93.45%
CYP1A2 inhibition - 0.8816 88.16%
CYP2C8 inhibition + 0.6619 66.19%
CYP inhibitory promiscuity - 0.9562 95.62%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6033 60.33%
Eye corrosion - 0.9898 98.98%
Eye irritation - 0.9074 90.74%
Skin irritation - 0.7029 70.29%
Skin corrosion - 0.9389 93.89%
Ames mutagenesis - 0.7532 75.32%
Human Ether-a-go-go-Related Gene inhibition + 0.8033 80.33%
Micronuclear - 0.7100 71.00%
Hepatotoxicity + 0.5625 56.25%
skin sensitisation - 0.9110 91.10%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.5750 57.50%
Nephrotoxicity - 0.7510 75.10%
Acute Oral Toxicity (c) I 0.5640 56.40%
Estrogen receptor binding + 0.7544 75.44%
Androgen receptor binding + 0.7797 77.97%
Thyroid receptor binding - 0.5112 51.12%
Glucocorticoid receptor binding + 0.7026 70.26%
Aromatase binding + 0.6764 67.64%
PPAR gamma + 0.7090 70.90%
Honey bee toxicity - 0.7337 73.37%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.7300 73.00%
Fish aquatic toxicity + 0.9577 95.77%

Targets

Top

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 99.15% 85.14%
CHEMBL4040 P28482 MAP kinase ERK2 99.00% 83.82%
CHEMBL2581 P07339 Cathepsin D 95.24% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.09% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.68% 91.11%
CHEMBL220 P22303 Acetylcholinesterase 94.52% 94.45%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.69% 86.33%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.97% 97.25%
CHEMBL221 P23219 Cyclooxygenase-1 90.63% 90.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.26% 95.56%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 89.88% 94.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.58% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.81% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.07% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.04% 94.45%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 86.05% 100.00%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 85.99% 95.71%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 85.55% 93.04%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.31% 99.23%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 82.88% 92.78%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.36% 100.00%
CHEMBL5028 O14672 ADAM10 81.80% 97.50%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 81.24% 97.33%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 80.75% 94.62%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.61% 96.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.40% 93.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.08% 94.00%

Plants that contains it

Top
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

Top
PubChem 163012774
LOTUS LTS0104239
wikiData Q105161092