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Crocetin neapolitanose gentiobiosyl ester

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 7c38e7da-2f25-45f1-90b5-893ff98ef654
Taxonomy Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Sophorolipids
IUPAC Name 1-O-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl] 16-O-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]oxan-2-yl] (2E,4E,6E,8E,10E,12E,14E)-2,6,11,15-tetramethylhexadeca-2,4,6,8,10,12,14-heptaenedioate
SMILES (Canonical) CC(=CC=CC=C(C)C=CC=C(C)C(=O)OC1C(C(C(C(O1)COC2C(C(C(C(O2)CO)O)O)O)O)O)OC3C(C(C(C(O3)CO)O)O)O)C=CC=C(C)C(=O)OC4C(C(C(C(O4)COC5C(C(C(C(O5)CO)O)O)O)O)O)O
SMILES (Isomeric) C/C(=C\C=C\C=C(/C)\C=C\C=C(/C)\C(=O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)/C=C/C=C(\C)/C(=O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O)O)O
InChI InChI=1S/C50H74O29/c1-20(11-7-13-22(3)44(68)78-49-42(67)37(62)32(57)27(75-49)18-70-46-39(64)34(59)29(54)24(15-51)72-46)9-5-6-10-21(2)12-8-14-23(4)45(69)79-50-43(77-48-41(66)36(61)31(56)26(17-53)74-48)38(63)33(58)28(76-50)19-71-47-40(65)35(60)30(55)25(16-52)73-47/h5-14,24-43,46-67H,15-19H2,1-4H3/b6-5+,11-7+,12-8+,20-9+,21-10+,22-13+,23-14+/t24-,25-,26-,27-,28-,29-,30-,31-,32-,33-,34+,35+,36+,37+,38+,39-,40-,41-,42-,43-,46-,47-,48+,49+,50+/m1/s1
InChI Key KDMXTQFDDQQZKA-MMWWSJEESA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C50H74O29
Molecular Weight 1139.10 g/mol
Exact Mass 1138.43157632 g/mol
Topological Polar Surface Area (TPSA) 470.00 Ų
XlogP -4.10
Atomic LogP (AlogP) -7.40
H-Bond Acceptor 29
H-Bond Donor 17
Rotatable Bonds 21

Synonyms

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crocetin (beta-D-neapolitanose)-(beta-D-gentiobiosyl) ester

2D Structure

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2D Structure of Crocetin neapolitanose gentiobiosyl ester

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.8451 84.51%
Caco-2 - 0.8614 86.14%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.7945 79.45%
OATP2B1 inhibitior - 0.8600 86.00%
OATP1B1 inhibitior + 0.8511 85.11%
OATP1B3 inhibitior + 0.9410 94.10%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9646 96.46%
P-glycoprotein inhibitior + 0.7386 73.86%
P-glycoprotein substrate - 0.8284 82.84%
CYP3A4 substrate + 0.6470 64.70%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8762 87.62%
CYP3A4 inhibition - 0.9295 92.95%
CYP2C9 inhibition - 0.9011 90.11%
CYP2C19 inhibition - 0.9032 90.32%
CYP2D6 inhibition - 0.9222 92.22%
CYP1A2 inhibition - 0.9389 93.89%
CYP2C8 inhibition - 0.7350 73.50%
CYP inhibitory promiscuity - 0.8758 87.58%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6766 67.66%
Eye corrosion - 0.9884 98.84%
Eye irritation - 0.8995 89.95%
Skin irritation - 0.8195 81.95%
Skin corrosion - 0.9602 96.02%
Ames mutagenesis - 0.8654 86.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7902 79.02%
Micronuclear - 0.6641 66.41%
Hepatotoxicity - 0.7642 76.42%
skin sensitisation - 0.8841 88.41%
Respiratory toxicity - 0.6778 67.78%
Reproductive toxicity + 0.5444 54.44%
Mitochondrial toxicity - 0.5625 56.25%
Nephrotoxicity + 0.5230 52.30%
Acute Oral Toxicity (c) III 0.5725 57.25%
Estrogen receptor binding + 0.7889 78.89%
Androgen receptor binding + 0.5599 55.99%
Thyroid receptor binding + 0.6158 61.58%
Glucocorticoid receptor binding + 0.7619 76.19%
Aromatase binding + 0.6193 61.93%
PPAR gamma + 0.7952 79.52%
Honey bee toxicity - 0.6870 68.70%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.7000 70.00%
Fish aquatic toxicity - 0.3838 38.38%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.91% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.82% 91.11%
CHEMBL3401 O75469 Pregnane X receptor 91.91% 94.73%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 88.35% 97.47%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 87.35% 96.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.83% 89.00%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 86.27% 86.92%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.18% 99.17%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 85.38% 96.47%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 84.82% 98.75%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.04% 94.33%
CHEMBL3714130 P46095 G-protein coupled receptor 6 83.99% 97.36%
CHEMBL2581 P07339 Cathepsin D 82.86% 98.95%
CHEMBL5255 O00206 Toll-like receptor 4 82.12% 92.50%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.05% 96.00%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 80.55% 94.80%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.01% 86.33%

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.
Crocus sativus

Cross-Links

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PubChem 25246046
LOTUS LTS0146553
wikiData Q105139237