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(3R,12S)-12-[(2R,3R,4S,5R,6R)-3-[(2S,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-3-hydroxyhexadecanoic 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 8310bdcf-f4f2-489d-a890-cdcc8bb27d29
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Sophorolipids
IUPAC Name (3R,12S)-12-[(2R,3R,4S,5R,6R)-3-[(2S,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-3-hydroxyhexadecanoic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C40H72O22/c1-4-5-13-21(14-11-9-7-6-8-10-12-20(42)15-24(43)44)58-39-35(32(52)28(48)23(60-39)17-55-37-33(53)29(49)25(45)18(2)56-37)62-40-36(31(51)27(47)22(16-41)59-40)61-38-34(54)30(50)26(46)19(3)57-38/h18-23,25-42,45-54H,4-17H2,1-3H3,(H,43,44)/t18-,19-,20+,21-,22+,23+,25-,26-,27-,28-,29+,30+,31-,32-,33+,34+,35+,36+,37+,38-,39+,40-/m0/s1
InChI Key JWKIOWGQARSDFT-NSLFWASNSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C40H72O22
Molecular Weight 905.00 g/mol
Exact Mass 904.45152392 g/mol
Topological Polar Surface Area (TPSA) 354.00 Ų
XlogP -2.10
Atomic LogP (AlogP) -3.15
H-Bond Acceptor 21
H-Bond Donor 13
Rotatable Bonds 24

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3R,12S)-12-[(2R,3R,4S,5R,6R)-3-[(2S,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-3-hydroxyhexadecanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6605 66.05%
Caco-2 - 0.8759 87.59%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.8097 80.97%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8726 87.26%
OATP1B3 inhibitior + 0.8758 87.58%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior - 0.5817 58.17%
P-glycoprotein inhibitior + 0.6892 68.92%
P-glycoprotein substrate - 0.5521 55.21%
CYP3A4 substrate + 0.6601 66.01%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8894 88.94%
CYP3A4 inhibition - 0.8056 80.56%
CYP2C9 inhibition - 0.9187 91.87%
CYP2C19 inhibition - 0.8923 89.23%
CYP2D6 inhibition - 0.9348 93.48%
CYP1A2 inhibition - 0.9198 91.98%
CYP2C8 inhibition - 0.6783 67.83%
CYP inhibitory promiscuity - 0.9681 96.81%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.7476 74.76%
Eye corrosion - 0.9917 99.17%
Eye irritation - 0.9014 90.14%
Skin irritation - 0.8125 81.25%
Skin corrosion - 0.9658 96.58%
Ames mutagenesis - 0.8600 86.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7841 78.41%
Micronuclear - 0.9100 91.00%
Hepatotoxicity - 0.6948 69.48%
skin sensitisation - 0.9374 93.74%
Respiratory toxicity - 0.6000 60.00%
Reproductive toxicity - 0.6556 65.56%
Mitochondrial toxicity - 0.5250 52.50%
Nephrotoxicity - 0.6496 64.96%
Acute Oral Toxicity (c) III 0.6088 60.88%
Estrogen receptor binding + 0.7790 77.90%
Androgen receptor binding + 0.5424 54.24%
Thyroid receptor binding - 0.6118 61.18%
Glucocorticoid receptor binding - 0.5000 50.00%
Aromatase binding + 0.6021 60.21%
PPAR gamma + 0.6512 65.12%
Honey bee toxicity - 0.7863 78.63%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.5652 56.52%
Fish aquatic toxicity + 0.7893 78.93%

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 97.78% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.70% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 96.11% 99.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.43% 91.11%
CHEMBL3714130 P46095 G-protein coupled receptor 6 91.17% 97.36%
CHEMBL5255 O00206 Toll-like receptor 4 90.94% 92.50%
CHEMBL3359 P21462 Formyl peptide receptor 1 90.84% 93.56%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 90.80% 97.29%
CHEMBL3401 O75469 Pregnane X receptor 87.24% 94.73%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 87.18% 96.00%
CHEMBL3776 Q14790 Caspase-8 86.94% 97.06%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 86.30% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.85% 86.33%
CHEMBL1907 P15144 Aminopeptidase N 85.46% 93.31%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.60% 95.89%
CHEMBL4105838 Q96GG9 DCN1-like protein 1 83.16% 95.00%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 83.07% 96.47%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 82.57% 92.32%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 82.34% 92.08%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.51% 100.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.13% 95.50%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 81.06% 97.86%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 81.04% 92.86%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.82% 89.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 163104648
LOTUS LTS0208337
wikiData Q105136198