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[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (2E,4R,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-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 0060c8e7-d63a-4e78-a270-00f053d0113e
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Sophorolipids
IUPAC Name [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (2E,4R,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-4-hydroxy-2,6,10,14-tetramethylhexadeca-2,6,10,15-tetraenoate
SMILES (Canonical) CC(=CCCC(C)(C=C)OC1C(C(C(C(O1)CO)O)O)OC2C(C(C(C(O2)CO)O)O)O)CCC=C(C)CC(C=C(C)C(=O)OC3C(C(C(C(O3)CO)O)O)O)O
SMILES (Isomeric) C/C(=C\CC[C@@](C)(C=C)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)/CC/C=C(\C)/C[C@H](/C=C(\C)/C(=O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O
InChI InChI=1S/C38H62O19/c1-6-38(5,57-37-33(30(48)27(45)24(17-41)54-37)55-35-31(49)28(46)25(43)22(15-39)52-35)12-8-11-18(2)9-7-10-19(3)13-21(42)14-20(4)34(51)56-36-32(50)29(47)26(44)23(16-40)53-36/h6,10-11,14,21-33,35-37,39-50H,1,7-9,12-13,15-17H2,2-5H3/b18-11+,19-10+,20-14+/t21-,22-,23-,24-,25-,26-,27-,28+,29+,30+,31-,32-,33-,35+,36+,37+,38-/m1/s1
InChI Key YGMLZIOKJMDMKW-VGZXKSAUSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C38H62O19
Molecular Weight 822.90 g/mol
Exact Mass 822.38852974 g/mol
Topological Polar Surface Area (TPSA) 315.00 Ų
XlogP -1.00
Atomic LogP (AlogP) -2.93
H-Bond Acceptor 19
H-Bond Donor 12
Rotatable Bonds 19

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (2E,4R,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-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 - 0.8746 87.46%
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 + 0.8725 87.25%
OATP1B3 inhibitior + 0.7907 79.07%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.6776 67.76%
BSEP inhibitior + 0.8395 83.95%
P-glycoprotein inhibitior + 0.7256 72.56%
P-glycoprotein substrate - 0.6378 63.78%
CYP3A4 substrate + 0.6912 69.12%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8760 87.60%
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 + 0.5238 52.38%
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 - 0.9081 90.81%
Skin irritation - 0.6150 61.50%
Skin corrosion - 0.9533 95.33%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7973 79.73%
Micronuclear - 0.8900 89.00%
Hepatotoxicity - 0.6765 67.65%
skin sensitisation - 0.8793 87.93%
Respiratory toxicity - 0.5778 57.78%
Reproductive toxicity + 0.7111 71.11%
Mitochondrial toxicity - 0.5125 51.25%
Nephrotoxicity + 0.5330 53.30%
Acute Oral Toxicity (c) III 0.6464 64.64%
Estrogen receptor binding + 0.8085 80.85%
Androgen receptor binding + 0.6199 61.99%
Thyroid receptor binding + 0.5169 51.69%
Glucocorticoid receptor binding + 0.7136 71.36%
Aromatase binding + 0.6430 64.30%
PPAR gamma + 0.7467 74.67%
Honey bee toxicity - 0.5491 54.91%
Biodegradation - 0.7750 77.50%
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 96.26% 91.11%
CHEMBL3060 Q9Y345 Glycine transporter 2 95.34% 99.17%
CHEMBL2581 P07339 Cathepsin D 95.33% 98.95%
CHEMBL3401 O75469 Pregnane X receptor 95.20% 94.73%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 94.32% 96.47%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.22% 96.09%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 90.93% 97.21%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 90.78% 98.75%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.55% 97.25%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 87.88% 96.95%
CHEMBL3714130 P46095 G-protein coupled receptor 6 87.85% 97.36%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 87.72% 97.47%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 85.20% 94.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.85% 89.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.11% 93.56%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 83.24% 82.50%
CHEMBL340 P08684 Cytochrome P450 3A4 81.66% 91.19%
CHEMBL5255 O00206 Toll-like receptor 4 81.43% 92.50%
CHEMBL245 P20309 Muscarinic acetylcholine receptor M3 80.99% 97.53%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 80.66% 85.00%
CHEMBL3437 Q16853 Amine oxidase, copper containing 80.41% 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.
Capsicum annuum

Cross-Links

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PubChem 163036111
LOTUS LTS0256143
wikiData Q105348157