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[(1S,2S,4S,5S,6R,10S)-10-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-2-yl]methyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

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 1a59d7e2-a6f3-4fd9-ab40-a042d3cc1f0d
Taxonomy Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
IUPAC Name [(1S,2S,4S,5S,6R,10S)-10-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-2-yl]methyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
SMILES (Canonical) CC1C(C(C(C(O1)OC2C3C=COC(C3C4(C2O4)COC(=O)C=CC5=CC(=C(C=C5)O)O)OC6C(C(C(C(O6)CO)O)O)O)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@H]2[C@@H]3C=CO[C@H]([C@@H]3[C@@]4([C@H]2O4)COC(=O)/C=C/C5=CC(=C(C=C5)O)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)O)O)O
InChI InChI=1S/C30H38O17/c1-11-19(35)21(37)23(39)28(43-11)45-25-13-6-7-41-27(46-29-24(40)22(38)20(36)16(9-31)44-29)18(13)30(26(25)47-30)10-42-17(34)5-3-12-2-4-14(32)15(33)8-12/h2-8,11,13,16,18-29,31-33,35-40H,9-10H2,1H3/b5-3+/t11-,13+,16+,18+,19-,20+,21+,22-,23+,24+,25-,26-,27-,28-,29-,30+/m0/s1
InChI Key DBIMRSVDSQMSND-KPNHWZBOSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H38O17
Molecular Weight 670.60 g/mol
Exact Mass 670.21089974 g/mol
Topological Polar Surface Area (TPSA) 267.00 Ų
XlogP -2.40
Atomic LogP (AlogP) -3.06
H-Bond Acceptor 17
H-Bond Donor 9
Rotatable Bonds 9

Synonyms

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InChI=1/C30H38O17/c1-11-19(35)21(37)23(39)28(43-11)45-25-13-6-7-41-27(46-29-24(40)22(38)20(36)16(9-31)44-29)18(13)30(26(25)47-30)10-42-17(34)5-3-12-2-4-14(32)15(33)8-12/h2-8,11,13,16,18-29,31-33,35-40H,9-10H2,1H3/b5-3+/t11-,13+,16+,18+,19-,20+,21+,22-,23+

2D Structure

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2D Structure of [(1S,2S,4S,5S,6R,10S)-10-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-2-yl]methyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6506 65.06%
Caco-2 - 0.8947 89.47%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.8571 85.71%
Subcellular localzation Mitochondria 0.6394 63.94%
OATP2B1 inhibitior - 0.8627 86.27%
OATP1B1 inhibitior + 0.8362 83.62%
OATP1B3 inhibitior + 0.9620 96.20%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.5542 55.42%
P-glycoprotein inhibitior - 0.5166 51.66%
P-glycoprotein substrate - 0.5251 52.51%
CYP3A4 substrate + 0.6828 68.28%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8727 87.27%
CYP3A4 inhibition - 0.9263 92.63%
CYP2C9 inhibition - 0.8672 86.72%
CYP2C19 inhibition - 0.7360 73.60%
CYP2D6 inhibition - 0.8925 89.25%
CYP1A2 inhibition - 0.8376 83.76%
CYP2C8 inhibition + 0.6536 65.36%
CYP inhibitory promiscuity - 0.6825 68.25%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5683 56.83%
Eye corrosion - 0.9894 98.94%
Eye irritation - 0.9232 92.32%
Skin irritation - 0.7787 77.87%
Skin corrosion - 0.9407 94.07%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6974 69.74%
Micronuclear + 0.5333 53.33%
Hepatotoxicity - 0.8375 83.75%
skin sensitisation - 0.7776 77.76%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity - 0.8821 88.21%
Acute Oral Toxicity (c) III 0.5086 50.86%
Estrogen receptor binding + 0.7819 78.19%
Androgen receptor binding + 0.6064 60.64%
Thyroid receptor binding + 0.5419 54.19%
Glucocorticoid receptor binding + 0.5567 55.67%
Aromatase binding - 0.4915 49.15%
PPAR gamma + 0.7468 74.68%
Honey bee toxicity - 0.6971 69.71%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.8099 80.99%

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 99.87% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 99.87% 91.49%
CHEMBL1293249 Q13887 Kruppel-like factor 5 98.67% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.82% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.27% 95.56%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 93.60% 96.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.72% 96.09%
CHEMBL3714130 P46095 G-protein coupled receptor 6 91.63% 97.36%
CHEMBL3401 O75469 Pregnane X receptor 91.26% 94.73%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 89.76% 80.78%
CHEMBL3194 P02766 Transthyretin 88.14% 90.71%
CHEMBL4208 P20618 Proteasome component C5 86.09% 90.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 84.55% 96.61%
CHEMBL2581 P07339 Cathepsin D 84.09% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.71% 99.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.88% 97.09%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 81.65% 86.92%
CHEMBL241 Q14432 Phosphodiesterase 3A 81.14% 92.94%

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.
Gmelina arborea

Cross-Links

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PubChem 21635723
LOTUS LTS0134881
wikiData Q104974420