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[(2S,3R,4R,5R,6S)-2-[(2R,3S,4R,5R,6R)-6-[(2Z,6E,10E,14S)-14-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2,6,10,14-tetramethylhexadeca-2,6,10,15-tetraenoxy]-4,5-dihydroxy-2-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-3-yl]oxy-4,5-dihydroxy-6-methyloxan-3-yl] (2E,4S,6E,10E,14R)-14-[(2S,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-2,6,10,14-tetramethylhexadeca-2,6,10,15-tetraenoate

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 7bb4c0eb-71a8-4243-94dd-ab3f6eacf1ed
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Sophorolipids
IUPAC Name [(2S,3R,4R,5R,6S)-2-[(2R,3S,4R,5R,6R)-6-[(2Z,6E,10E,14S)-14-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2,6,10,14-tetramethylhexadeca-2,6,10,15-tetraenoxy]-4,5-dihydroxy-2-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-3-yl]oxy-4,5-dihydroxy-6-methyloxan-3-yl] (2E,4S,6E,10E,14R)-14-[(2S,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-2,6,10,14-tetramethylhexadeca-2,6,10,15-tetraenoate
SMILES (Canonical) CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OCC(=CCCC(=CCCC(=CCCC(C)(C=C)OC3C(C(C(C(O3)CO)O)O)OC4C(C(C(C(O4)CO)O)O)O)C)C)C)O)O)OC5C(C(C(C(O5)C)O)O)OC(=O)C(=CC(CC(=CCCC(=CCCC(C)(C=C)OC6C(C(C(C(O6)CO)O)O)OC7C(C(C(C(O7)CO)O)O)O)C)C)O)C)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC/C(=C\CC/C(=C/CC/C(=C/CC[C@@](C)(C=C)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)/C)/C)/C)O)O)O[C@H]5[C@@H]([C@@H]([C@H]([C@@H](O5)C)O)O)OC(=O)/C(=C/[C@H](C/C(=C/CC/C(=C/CC[C@](C)(C=C)O[C@H]6[C@@H]([C@H]([C@H]([C@H](O6)CO)O)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)/C)/C)O)/C)O)O)O
InChI InChI=1S/C82H134O38/c1-13-81(11,119-79-71(62(98)56(92)49(34-85)112-79)117-76-66(102)59(95)54(90)47(32-83)110-76)28-18-26-39(4)21-15-20-38(3)23-17-25-42(7)36-106-75-68(104)64(100)69(51(114-75)37-107-74-65(101)58(94)52(88)44(9)108-74)116-78-70(61(97)53(89)45(10)109-78)115-73(105)43(8)31-46(87)30-41(6)24-16-22-40(5)27-19-29-82(12,14-2)120-80-72(63(99)57(93)50(35-86)113-80)118-77-67(103)60(96)55(91)48(33-84)111-77/h13-14,20,24-27,31,44-72,74-80,83-104H,1-2,15-19,21-23,28-30,32-37H2,3-12H3/b38-20+,39-26+,40-27+,41-24+,42-25-,43-31+/t44-,45-,46-,47+,48+,49+,50+,51+,52-,53-,54+,55+,56+,57-,58+,59-,60-,61+,62-,63-,64+,65+,66+,67+,68+,69+,70+,71+,72+,74+,75+,76-,77-,78-,79-,80-,81+,82-/m0/s1
InChI Key RQTJTAXXBXPNGE-RUBYKQCMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C82H134O38
Molecular Weight 1727.90 g/mol
Exact Mass 1726.8553098 g/mol
Topological Polar Surface Area (TPSA) 601.00 Ų
XlogP -0.70
Atomic LogP (AlogP) -3.44
H-Bond Acceptor 38
H-Bond Donor 22
Rotatable Bonds 42

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3R,4R,5R,6S)-2-[(2R,3S,4R,5R,6R)-6-[(2Z,6E,10E,14S)-14-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2,6,10,14-tetramethylhexadeca-2,6,10,15-tetraenoxy]-4,5-dihydroxy-2-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-3-yl]oxy-4,5-dihydroxy-6-methyloxan-3-yl] (2E,4S,6E,10E,14R)-14-[(2S,3R,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-4-hydroxy-2,6,10,14-tetramethylhexadeca-2,6,10,15-tetraenoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5811 58.11%
Caco-2 - 0.8591 85.91%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.8292 82.92%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8471 84.71%
OATP1B3 inhibitior + 0.7907 79.07%
MATE1 inhibitior - 0.8612 86.12%
OCT2 inhibitior - 0.6776 67.76%
BSEP inhibitior + 0.9601 96.01%
P-glycoprotein inhibitior + 0.7427 74.27%
P-glycoprotein substrate + 0.6136 61.36%
CYP3A4 substrate + 0.7160 71.60%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8813 88.13%
CYP3A4 inhibition - 0.8963 89.63%
CYP2C9 inhibition - 0.8818 88.18%
CYP2C19 inhibition - 0.8665 86.65%
CYP2D6 inhibition - 0.9445 94.45%
CYP1A2 inhibition - 0.9049 90.49%
CYP2C8 inhibition + 0.6967 69.67%
CYP inhibitory promiscuity - 0.9707 97.07%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7026 70.26%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.8963 89.63%
Skin irritation - 0.6150 61.50%
Skin corrosion - 0.9533 95.33%
Ames mutagenesis - 0.6454 64.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7711 77.11%
Micronuclear - 0.8900 89.00%
Hepatotoxicity - 0.6194 61.94%
skin sensitisation - 0.8793 87.93%
Respiratory toxicity - 0.5556 55.56%
Reproductive toxicity + 0.7111 71.11%
Mitochondrial toxicity - 0.5125 51.25%
Nephrotoxicity - 0.6451 64.51%
Acute Oral Toxicity (c) III 0.6464 64.64%
Estrogen receptor binding + 0.6636 66.36%
Androgen receptor binding + 0.7143 71.43%
Thyroid receptor binding + 0.6461 64.61%
Glucocorticoid receptor binding + 0.7719 77.19%
Aromatase binding + 0.6847 68.47%
PPAR gamma + 0.8107 81.07%
Honey bee toxicity - 0.5454 54.54%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9464 94.64%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.95% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.21% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.76% 96.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 95.56% 99.17%
CHEMBL3401 O75469 Pregnane X receptor 94.93% 94.73%
CHEMBL3714130 P46095 G-protein coupled receptor 6 93.43% 97.36%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 91.55% 96.47%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.18% 97.25%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.77% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.15% 89.00%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 86.53% 98.75%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.26% 96.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.99% 97.09%
CHEMBL4015 P41597 C-C chemokine receptor type 2 83.42% 98.57%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 82.61% 97.21%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 82.42% 96.95%
CHEMBL3437 Q16853 Amine oxidase, copper containing 82.31% 94.00%
CHEMBL340 P08684 Cytochrome P450 3A4 82.14% 91.19%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 82.12% 97.29%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 81.73% 82.50%
CHEMBL5255 O00206 Toll-like receptor 4 81.65% 92.50%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.81% 93.56%
CHEMBL4581 P52732 Kinesin-like protein 1 80.67% 93.18%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 80.19% 85.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.13% 94.33%

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.
Capsicum annuum

Cross-Links

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PubChem 163067407
LOTUS LTS0187458
wikiData Q105243577