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(8S,9R,10S,11S,12R,17S)-4,5,9,10,11,19,21,24-octahydroxy-17-(4-hydroxyphenyl)-7,14,25,27-tetraoxapentacyclo[16.6.2.12,6.18,12.022,26]octacosa-1(24),2,4,6(28),18,20,22(26)-heptaene-15,23-dione

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 18523994-e5b8-4b38-8feb-138e580c0576
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavones > Flavonols
IUPAC Name (8S,9R,10S,11S,12R,17S)-4,5,9,10,11,19,21,24-octahydroxy-17-(4-hydroxyphenyl)-7,14,25,27-tetraoxapentacyclo[16.6.2.12,6.18,12.022,26]octacosa-1(24),2,4,6(28),18,20,22(26)-heptaene-15,23-dione
SMILES (Canonical) C1C(C2=C(C=C(C3=C2OC(=C(C3=O)O)C4=CC(=C(C(=C4)OC5C(C(C(C(O5)COC1=O)O)O)O)O)O)O)O)C6=CC=C(C=C6)O
SMILES (Isomeric) C1[C@H](C2=C(C=C(C3=C2OC(=C(C3=O)O)C4=CC(=C(C(=C4)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)COC1=O)O)O)O)O)O)O)O)C6=CC=C(C=C6)O
InChI InChI=1S/C30H26O15/c31-12-3-1-10(2-4-12)13-7-19(35)42-9-18-23(37)25(39)27(41)30(44-18)43-17-6-11(5-16(34)22(17)36)28-26(40)24(38)21-15(33)8-14(32)20(13)29(21)45-28/h1-6,8,13,18,23,25,27,30-34,36-37,39-41H,7,9H2/t13-,18+,23+,25-,27+,30+/m0/s1
InChI Key GZTPVMNTZSEVRQ-VDCUAPMMSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C30H26O15
Molecular Weight 626.50 g/mol
Exact Mass 626.12717012 g/mol
Topological Polar Surface Area (TPSA) 253.00 Ų
XlogP 1.10
Atomic LogP (AlogP) 0.96
H-Bond Acceptor 15
H-Bond Donor 9
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (8S,9R,10S,11S,12R,17S)-4,5,9,10,11,19,21,24-octahydroxy-17-(4-hydroxyphenyl)-7,14,25,27-tetraoxapentacyclo[16.6.2.12,6.18,12.022,26]octacosa-1(24),2,4,6(28),18,20,22(26)-heptaene-15,23-dione

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5615 56.15%
Caco-2 - 0.9280 92.80%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.6691 66.91%
OATP2B1 inhibitior - 0.5549 55.49%
OATP1B1 inhibitior + 0.8426 84.26%
OATP1B3 inhibitior + 0.9671 96.71%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.8120 81.20%
P-glycoprotein inhibitior + 0.5902 59.02%
P-glycoprotein substrate + 0.6375 63.75%
CYP3A4 substrate + 0.6649 66.49%
CYP2C9 substrate + 0.6189 61.89%
CYP2D6 substrate - 0.8606 86.06%
CYP3A4 inhibition - 0.8912 89.12%
CYP2C9 inhibition - 0.8338 83.38%
CYP2C19 inhibition - 0.8580 85.80%
CYP2D6 inhibition - 0.9485 94.85%
CYP1A2 inhibition - 0.8540 85.40%
CYP2C8 inhibition + 0.7996 79.96%
CYP inhibitory promiscuity - 0.9566 95.66%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7062 70.62%
Eye corrosion - 0.9922 99.22%
Eye irritation - 0.9065 90.65%
Skin irritation - 0.7744 77.44%
Skin corrosion - 0.9410 94.10%
Ames mutagenesis + 0.6099 60.99%
Human Ether-a-go-go-Related Gene inhibition + 0.8086 80.86%
Micronuclear + 0.7159 71.59%
Hepatotoxicity - 0.6500 65.00%
skin sensitisation - 0.8993 89.93%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity - 0.6673 66.73%
Acute Oral Toxicity (c) III 0.3256 32.56%
Estrogen receptor binding + 0.8073 80.73%
Androgen receptor binding + 0.6900 69.00%
Thyroid receptor binding - 0.5383 53.83%
Glucocorticoid receptor binding - 0.5244 52.44%
Aromatase binding - 0.5912 59.12%
PPAR gamma + 0.6499 64.99%
Honey bee toxicity - 0.7134 71.34%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9591 95.91%

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 99.82% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.28% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.54% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.45% 97.09%
CHEMBL2581 P07339 Cathepsin D 89.70% 98.95%
CHEMBL3438 Q05513 Protein kinase C zeta 89.64% 88.48%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.32% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 88.68% 94.00%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 88.68% 91.71%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.51% 100.00%
CHEMBL3401 O75469 Pregnane X receptor 87.95% 94.73%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.94% 99.23%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 87.69% 85.11%
CHEMBL3038469 P24941 CDK2/Cyclin A 87.58% 91.38%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.19% 95.56%
CHEMBL3194 P02766 Transthyretin 84.13% 90.71%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 82.43% 94.80%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 81.94% 99.15%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.86% 86.33%
CHEMBL1951 P21397 Monoamine oxidase A 80.64% 91.49%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 80.43% 95.78%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 80.28% 85.14%
CHEMBL2095226 P05556 Integrin alpha-5/beta-1 80.25% 96.39%

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.
Nymphaea lotus

Cross-Links

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PubChem 162852460
LOTUS LTS0227656
wikiData Q105024605