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[(2R,3S,4S,5R,6R)-6-[[(3aS,9aS,9bS)-6-methyl-3-methylidene-2,7-dioxo-4,5,9a,9b-tetrahydro-3aH-azuleno[8,7-b]furan-9-yl]methoxy]-3,4,5-trihydroxyoxan-2-yl]methyl 2-(4-hydroxyphenyl)acetate

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 48cdd53c-acd8-4cc0-baa5-2a52416b184a
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
IUPAC Name [(2R,3S,4S,5R,6R)-6-[[(3aS,9aS,9bS)-6-methyl-3-methylidene-2,7-dioxo-4,5,9a,9b-tetrahydro-3aH-azuleno[8,7-b]furan-9-yl]methoxy]-3,4,5-trihydroxyoxan-2-yl]methyl 2-(4-hydroxyphenyl)acetate
SMILES (Canonical) CC1=C2C(C3C(CC1)C(=C)C(=O)O3)C(=CC2=O)COC4C(C(C(C(O4)COC(=O)CC5=CC=C(C=C5)O)O)O)O
SMILES (Isomeric) CC1=C2[C@@H]([C@@H]3[C@@H](CC1)C(=C)C(=O)O3)C(=CC2=O)CO[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)COC(=O)CC5=CC=C(C=C5)O)O)O)O
InChI InChI=1S/C29H32O11/c1-13-3-8-18-14(2)28(36)40-27(18)23-16(10-19(31)22(13)23)11-38-29-26(35)25(34)24(33)20(39-29)12-37-21(32)9-15-4-6-17(30)7-5-15/h4-7,10,18,20,23-27,29-30,33-35H,2-3,8-9,11-12H2,1H3/t18-,20+,23-,24+,25-,26+,27-,29+/m0/s1
InChI Key UCMHARQJSJFNCT-PUWZVNQMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H32O11
Molecular Weight 556.60 g/mol
Exact Mass 556.19446183 g/mol
Topological Polar Surface Area (TPSA) 169.00 Ų
XlogP -0.10
Atomic LogP (AlogP) 0.64
H-Bond Acceptor 11
H-Bond Donor 4
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3S,4S,5R,6R)-6-[[(3aS,9aS,9bS)-6-methyl-3-methylidene-2,7-dioxo-4,5,9a,9b-tetrahydro-3aH-azuleno[8,7-b]furan-9-yl]methoxy]-3,4,5-trihydroxyoxan-2-yl]methyl 2-(4-hydroxyphenyl)acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8471 84.71%
Caco-2 - 0.8745 87.45%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.8074 80.74%
OATP2B1 inhibitior - 0.8599 85.99%
OATP1B1 inhibitior + 0.8208 82.08%
OATP1B3 inhibitior + 0.9301 93.01%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.6667 66.67%
P-glycoprotein inhibitior + 0.6058 60.58%
P-glycoprotein substrate - 0.5869 58.69%
CYP3A4 substrate + 0.6904 69.04%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8910 89.10%
CYP3A4 inhibition - 0.8370 83.70%
CYP2C9 inhibition - 0.7532 75.32%
CYP2C19 inhibition - 0.6391 63.91%
CYP2D6 inhibition - 0.8434 84.34%
CYP1A2 inhibition - 0.6464 64.64%
CYP2C8 inhibition + 0.7573 75.73%
CYP inhibitory promiscuity - 0.7348 73.48%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5623 56.23%
Eye corrosion - 0.9845 98.45%
Eye irritation - 0.9316 93.16%
Skin irritation - 0.7203 72.03%
Skin corrosion - 0.9271 92.71%
Ames mutagenesis - 0.7400 74.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4477 44.77%
Micronuclear - 0.7400 74.00%
Hepatotoxicity - 0.5414 54.14%
skin sensitisation - 0.8341 83.41%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity - 0.7465 74.65%
Acute Oral Toxicity (c) III 0.4742 47.42%
Estrogen receptor binding + 0.8226 82.26%
Androgen receptor binding + 0.6870 68.70%
Thyroid receptor binding - 0.5598 55.98%
Glucocorticoid receptor binding + 0.6492 64.92%
Aromatase binding + 0.5785 57.85%
PPAR gamma + 0.6521 65.21%
Honey bee toxicity - 0.7889 78.89%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9955 99.55%

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 95.65% 91.11%
CHEMBL2581 P07339 Cathepsin D 95.38% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.65% 85.14%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.63% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.87% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.49% 97.09%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 90.23% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.30% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.83% 99.17%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.82% 94.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.73% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.65% 86.33%
CHEMBL3401 O75469 Pregnane X receptor 84.03% 94.73%
CHEMBL5255 O00206 Toll-like receptor 4 83.78% 92.50%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.73% 95.50%
CHEMBL5103 Q969S8 Histone deacetylase 10 81.34% 90.08%

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.
Crepidiastrum lanceolatum

Cross-Links

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PubChem 21580545
LOTUS LTS0234695
wikiData Q105269990