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(3S,4R)-4-ethenyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,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]oxymethyl]oxan-2-yl]oxymethyl]oxan-2-yl]oxy-4,6-dihydro-3H-pyrano[3,4-c]pyran-8-one

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 c6591f8c-1f8b-409b-8eff-a4d268438de8
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Oligosaccharides
IUPAC Name (3S,4R)-4-ethenyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,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]oxymethyl]oxan-2-yl]oxymethyl]oxan-2-yl]oxy-4,6-dihydro-3H-pyrano[3,4-c]pyran-8-one
SMILES (Canonical) C=CC1C(OC=C2C1=CCOC2=O)OC3C(C(C(C(O3)COC4C(C(C(C(O4)COC5C(C(C(C(O5)COC6C(C(C(C(O6)CO)O)O)O)O)O)O)O)O)O)O)O)O
SMILES (Isomeric) C=C[C@H]1[C@@H](OC=C2C1=CCOC2=O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO[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[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O)O)O)O)O)O)O)O)O
InChI InChI=1S/C34H50O24/c1-2-10-11-3-4-49-29(48)12(11)6-50-30(10)58-34-28(47)24(43)20(39)16(57-34)9-53-33-27(46)23(42)19(38)15(56-33)8-52-32-26(45)22(41)18(37)14(55-32)7-51-31-25(44)21(40)17(36)13(5-35)54-31/h2-3,6,10,13-28,30-47H,1,4-5,7-9H2/t10-,13-,14-,15-,16-,17-,18-,19-,20-,21+,22+,23+,24+,25-,26-,27-,28-,30+,31-,32-,33-,34+/m1/s1
InChI Key DFVLIZPLEYDJGZ-WCRQANGKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C34H50O24
Molecular Weight 842.70 g/mol
Exact Mass 842.26920246 g/mol
Topological Polar Surface Area (TPSA) 372.00 Ų
XlogP -7.70
Atomic LogP (AlogP) -8.20
H-Bond Acceptor 24
H-Bond Donor 13
Rotatable Bonds 13

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S,4R)-4-ethenyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,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]oxymethyl]oxan-2-yl]oxymethyl]oxan-2-yl]oxy-4,6-dihydro-3H-pyrano[3,4-c]pyran-8-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.5678 56.78%
Caco-2 - 0.8759 87.59%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.6837 68.37%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8592 85.92%
OATP1B3 inhibitior + 0.9443 94.43%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.9456 94.56%
P-glycoprotein inhibitior + 0.6750 67.50%
P-glycoprotein substrate - 0.8615 86.15%
CYP3A4 substrate + 0.5910 59.10%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8676 86.76%
CYP3A4 inhibition - 0.9097 90.97%
CYP2C9 inhibition - 0.8997 89.97%
CYP2C19 inhibition - 0.8303 83.03%
CYP2D6 inhibition - 0.8926 89.26%
CYP1A2 inhibition - 0.8880 88.80%
CYP2C8 inhibition - 0.6999 69.99%
CYP inhibitory promiscuity - 0.8274 82.74%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.7111 71.11%
Eye corrosion - 0.9842 98.42%
Eye irritation - 0.9091 90.91%
Skin irritation - 0.7881 78.81%
Skin corrosion - 0.9493 94.93%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7822 78.22%
Micronuclear - 0.7041 70.41%
Hepatotoxicity - 0.7642 76.42%
skin sensitisation - 0.8417 84.17%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.7111 71.11%
Mitochondrial toxicity - 0.5625 56.25%
Nephrotoxicity + 0.4903 49.03%
Acute Oral Toxicity (c) III 0.3768 37.68%
Estrogen receptor binding + 0.8110 81.10%
Androgen receptor binding + 0.6449 64.49%
Thyroid receptor binding - 0.5350 53.50%
Glucocorticoid receptor binding + 0.5718 57.18%
Aromatase binding + 0.5983 59.83%
PPAR gamma + 0.7169 71.69%
Honey bee toxicity - 0.7304 73.04%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 0.7075 70.75%

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 98.46% 91.11%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 95.64% 83.57%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.62% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.62% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.90% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.93% 86.33%
CHEMBL3401 O75469 Pregnane X receptor 87.48% 94.73%
CHEMBL2581 P07339 Cathepsin D 87.29% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.57% 89.00%
CHEMBL1951 P21397 Monoamine oxidase A 86.34% 91.49%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 81.70% 96.09%
CHEMBL218 P21554 Cannabinoid CB1 receptor 81.16% 96.61%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.09% 100.00%
CHEMBL226 P30542 Adenosine A1 receptor 81.08% 95.93%
CHEMBL4208 P20618 Proteasome component C5 80.48% 90.00%

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.
Gentiana scabra

Cross-Links

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PubChem 11216673
LOTUS LTS0116066
wikiData Q104978348