11-[3-[3-[5-[3,5-Dihydroxy-6-methyl-4-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,5-dihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxy-3-hydroxyhexadecanoic acid

Details

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Internal ID 100cc093-4f84-4fc1-a8b7-67464210854c
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Sophorolipids
IUPAC Name 11-[3-[3-[5-[3,5-dihydroxy-6-methyl-4-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,5-dihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxy-3-hydroxyhexadecanoic acid
SMILES (Canonical) CCCCCC(CCCCCCCC(CC(=O)O)O)OC1C(C(C(C(O1)COC2C(C(C(C(O2)C)O)O)O)O)O)OC3C(C(C(C(O3)CO)O)O)OC4C(C(C(C(O4)C)OC5C(C(C(C(O5)C)O)OC6C(C(C(C(O6)C)O)O)O)O)O)O
SMILES (Isomeric) CCCCCC(CCCCCCCC(CC(=O)O)O)OC1C(C(C(C(O1)COC2C(C(C(C(O2)C)O)O)O)O)O)OC3C(C(C(C(O3)CO)O)O)OC4C(C(C(C(O4)C)OC5C(C(C(C(O5)C)O)OC6C(C(C(C(O6)C)O)O)O)O)O)O
InChI InChI=1S/C52H92O30/c1-6-7-11-15-25(16-13-10-8-9-12-14-24(54)17-28(55)56)76-51-45(37(65)33(61)27(78-51)19-71-47-39(67)34(62)29(57)20(2)72-47)82-52-46(36(64)32(60)26(18-53)77-52)81-49-41(69)38(66)43(23(5)75-49)79-50-42(70)44(31(59)22(4)74-50)80-48-40(68)35(63)30(58)21(3)73-48/h20-27,29-54,57-70H,6-19H2,1-5H3,(H,55,56)
InChI Key QLJIHHXXMBQESJ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C52H92O30
Molecular Weight 1197.30 g/mol
Exact Mass 1196.56734151 g/mol
Topological Polar Surface Area (TPSA) 472.00 Ų
XlogP -4.20
Atomic LogP (AlogP) -5.45
H-Bond Acceptor 29
H-Bond Donor 17
Rotatable Bonds 28

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 11-[3-[3-[5-[3,5-Dihydroxy-6-methyl-4-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,5-dihydroxy-6-[(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 - 0.6790 67.90%
Caco-2 - 0.8706 87.06%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.7992 79.92%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8622 86.22%
OATP1B3 inhibitior + 0.8516 85.16%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.8114 81.14%
P-glycoprotein inhibitior + 0.7391 73.91%
P-glycoprotein substrate + 0.5372 53.72%
CYP3A4 substrate + 0.6739 67.39%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8894 88.94%
CYP3A4 inhibition - 0.7143 71.43%
CYP2C9 inhibition - 0.9085 90.85%
CYP2C19 inhibition - 0.8649 86.49%
CYP2D6 inhibition - 0.9347 93.47%
CYP1A2 inhibition - 0.9124 91.24%
CYP2C8 inhibition - 0.5866 58.66%
CYP inhibitory promiscuity - 0.9684 96.84%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.7418 74.18%
Eye corrosion - 0.9931 99.31%
Eye irritation - 0.9005 90.05%
Skin irritation - 0.7871 78.71%
Skin corrosion - 0.9669 96.69%
Ames mutagenesis - 0.8100 81.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7862 78.62%
Micronuclear - 0.9000 90.00%
Hepatotoxicity - 0.6573 65.73%
skin sensitisation - 0.9359 93.59%
Respiratory toxicity - 0.5778 57.78%
Reproductive toxicity - 0.6778 67.78%
Mitochondrial toxicity - 0.5250 52.50%
Nephrotoxicity - 0.7330 73.30%
Acute Oral Toxicity (c) III 0.5965 59.65%
Estrogen receptor binding + 0.8461 84.61%
Androgen receptor binding + 0.5677 56.77%
Thyroid receptor binding + 0.5350 53.50%
Glucocorticoid receptor binding + 0.6907 69.07%
Aromatase binding + 0.6482 64.82%
PPAR gamma + 0.7623 76.23%
Honey bee toxicity - 0.7777 77.77%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5141 51.41%
Fish aquatic toxicity + 0.8126 81.26%

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 97.57% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.90% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 96.72% 99.17%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.15% 91.11%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 93.96% 97.29%
CHEMBL3359 P21462 Formyl peptide receptor 1 92.09% 93.56%
CHEMBL5255 O00206 Toll-like receptor 4 92.05% 92.50%
CHEMBL3714130 P46095 G-protein coupled receptor 6 91.50% 97.36%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.18% 86.33%
CHEMBL4769 O95749 Geranylgeranyl pyrophosphate synthetase 88.91% 92.08%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 88.83% 100.00%
CHEMBL3776 Q14790 Caspase-8 88.64% 97.06%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 88.11% 92.86%
CHEMBL3401 O75469 Pregnane X receptor 87.43% 94.73%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 87.18% 96.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.19% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.60% 95.89%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.75% 95.50%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 81.97% 83.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.94% 97.25%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 81.86% 96.47%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.37% 94.33%
CHEMBL2072 P35499 Sodium channel protein type IV alpha subunit 81.30% 92.32%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.91% 89.00%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 80.84% 97.86%

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.
Ipomoea nil

Cross-Links

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PubChem 73814625
LOTUS LTS0110774
wikiData Q105223620