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[(1S,4aS,6S,7S,7aS)-7-(hydroxymethyl)-6-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy-4-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-1-yl] 3-methylbutanoate

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 622163f4-4248-4a24-9566-9d6577724286
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
IUPAC Name [(1S,4aS,6S,7S,7aS)-7-(hydroxymethyl)-6-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy-4-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-1-yl] 3-methylbutanoate
SMILES (Canonical) CC(C)CC(=O)OC1C2C(CC(C2CO)OC(=O)C=CC3=CC=C(C=C3)O)C(=CO1)COC4C(C(C(C(O4)CO)O)O)O
SMILES (Isomeric) CC(C)CC(=O)O[C@H]1[C@H]2[C@H](C[C@@H]([C@@H]2CO)OC(=O)/C=C/C3=CC=C(C=C3)O)C(=CO1)CO[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O
InChI InChI=1S/C30H40O13/c1-15(2)9-24(35)43-29-25-19(17(13-39-29)14-40-30-28(38)27(37)26(36)22(12-32)42-30)10-21(20(25)11-31)41-23(34)8-5-16-3-6-18(33)7-4-16/h3-8,13,15,19-22,25-33,36-38H,9-12,14H2,1-2H3/b8-5+/t19-,20+,21+,22-,25+,26-,27+,28-,29+,30-/m1/s1
InChI Key YBPRXLUHKFNPNS-ZHSMRHMWSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C30H40O13
Molecular Weight 608.60 g/mol
Exact Mass 608.24689133 g/mol
Topological Polar Surface Area (TPSA) 202.00 Ų
XlogP 0.60
Atomic LogP (AlogP) 0.21
H-Bond Acceptor 13
H-Bond Donor 6
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,4aS,6S,7S,7aS)-7-(hydroxymethyl)-6-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy-4-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-1-yl] 3-methylbutanoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7267 72.67%
Caco-2 - 0.8740 87.40%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability - 0.9286 92.86%
Subcellular localzation Mitochondria 0.7947 79.47%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8084 80.84%
OATP1B3 inhibitior + 0.9354 93.54%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.7722 77.22%
P-glycoprotein inhibitior - 0.4463 44.63%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.6716 67.16%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8731 87.31%
CYP3A4 inhibition - 0.8085 80.85%
CYP2C9 inhibition - 0.8111 81.11%
CYP2C19 inhibition - 0.7240 72.40%
CYP2D6 inhibition - 0.8569 85.69%
CYP1A2 inhibition - 0.7947 79.47%
CYP2C8 inhibition + 0.6742 67.42%
CYP inhibitory promiscuity - 0.7558 75.58%
UGT catelyzed - 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6495 64.95%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.9328 93.28%
Skin irritation - 0.7952 79.52%
Skin corrosion - 0.9524 95.24%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7433 74.33%
Micronuclear - 0.6100 61.00%
Hepatotoxicity - 0.7021 70.21%
skin sensitisation - 0.8329 83.29%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity - 0.7575 75.75%
Acute Oral Toxicity (c) III 0.5258 52.58%
Estrogen receptor binding + 0.7623 76.23%
Androgen receptor binding + 0.7264 72.64%
Thyroid receptor binding - 0.5532 55.32%
Glucocorticoid receptor binding - 0.4864 48.64%
Aromatase binding - 0.5071 50.71%
PPAR gamma + 0.6482 64.82%
Honey bee toxicity - 0.7487 74.87%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 0.9897 98.97%

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 98.56% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.87% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.40% 97.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 94.70% 96.00%
CHEMBL4040 P28482 MAP kinase ERK2 93.34% 83.82%
CHEMBL226 P30542 Adenosine A1 receptor 93.01% 95.93%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.21% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.90% 99.17%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.65% 89.00%
CHEMBL2581 P07339 Cathepsin D 89.39% 98.95%
CHEMBL206 P03372 Estrogen receptor alpha 88.11% 97.64%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.10% 95.56%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.71% 95.89%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 86.31% 94.23%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 84.37% 86.92%
CHEMBL3401 O75469 Pregnane X receptor 84.06% 94.73%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.65% 94.45%
CHEMBL245 P20309 Muscarinic acetylcholine receptor M3 82.07% 97.53%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 81.33% 85.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.38% 93.56%

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.
Patrinia scabiosifolia
Viburnum rhytidophyllum

Cross-Links

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PubChem 102148076
NPASS NPC3868
LOTUS LTS0251741
wikiData Q105345983