Hippophaenin A

Details

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Internal ID 444e77e4-0fe2-47f9-a118-0dce82131122
Taxonomy Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
IUPAC Name 11-[3,4,5,17,18,19-hexahydroxy-8,14-dioxo-11-(3,4,5-trihydroxybenzoyl)oxy-9,13-dioxatricyclo[13.4.0.02,7]nonadeca-1(19),2,4,6,15,17-hexaen-10-yl]-3,4,5,16,17,18-hexahydroxy-8,13-dioxo-9,12-dioxatricyclo[12.4.0.02,7]octadeca-1(18),2,4,6,14,16-hexaene-10-carboxylic acid
SMILES (Canonical) C1C(C(OC(=O)C2=CC(=C(C(=C2C3=C(C(=C(C=C3C(=O)O1)O)O)O)O)O)O)C4C(OC(=O)C5=CC(=C(C(=C5C6=C(C(=C(C=C6C(=O)O4)O)O)O)O)O)O)C(=O)O)OC(=O)C7=CC(=C(C(=C7)O)O)O
SMILES (Isomeric) C1C(C(OC(=O)C2=CC(=C(C(=C2C3=C(C(=C(C=C3C(=O)O1)O)O)O)O)O)O)C4C(OC(=O)C5=CC(=C(C(=C5C6=C(C(=C(C=C6C(=O)O4)O)O)O)O)O)O)C(=O)O)OC(=O)C7=CC(=C(C(=C7)O)O)O
InChI InChI=1S/C41H28O27/c42-13-1-8(2-14(43)24(13)48)37(59)65-19-7-64-38(60)9-3-15(44)25(49)29(53)20(9)21-10(4-16(45)26(50)30(21)54)39(61)66-33(19)34-35(36(57)58)68-41(63)12-6-18(47)28(52)32(56)23(12)22-11(40(62)67-34)5-17(46)27(51)31(22)55/h1-6,19,33-35,42-56H,7H2,(H,57,58)
InChI Key RBCBWTZJWLFGTN-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C41H28O27
Molecular Weight 952.60 g/mol
Exact Mass 952.08179561 g/mol
Topological Polar Surface Area (TPSA) 472.00 Ų
XlogP 1.90
Atomic LogP (AlogP) 1.38
H-Bond Acceptor 26
H-Bond Donor 16
Rotatable Bonds 4

Synonyms

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[hexahydroxy-dioxo-(3,4,5-trihydroxybenzoyl)oxy-[?]yl]-hexahydroxy-dioxo-[?]carboxylic acid

2D Structure

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2D Structure of Hippophaenin A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8317 83.17%
Caco-2 - 0.8925 89.25%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.6787 67.87%
OATP2B1 inhibitior + 0.5778 57.78%
OATP1B1 inhibitior + 0.7533 75.33%
OATP1B3 inhibitior + 0.8952 89.52%
MATE1 inhibitior - 0.7400 74.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.8619 86.19%
P-glycoprotein inhibitior + 0.7334 73.34%
P-glycoprotein substrate - 0.7481 74.81%
CYP3A4 substrate + 0.5837 58.37%
CYP2C9 substrate - 0.7977 79.77%
CYP2D6 substrate - 0.8722 87.22%
CYP3A4 inhibition - 0.8816 88.16%
CYP2C9 inhibition - 0.7390 73.90%
CYP2C19 inhibition - 0.8878 88.78%
CYP2D6 inhibition - 0.9511 95.11%
CYP1A2 inhibition - 0.8669 86.69%
CYP2C8 inhibition + 0.5915 59.15%
CYP inhibitory promiscuity - 0.8501 85.01%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9443 94.43%
Carcinogenicity (trinary) Non-required 0.6566 65.66%
Eye corrosion - 0.9929 99.29%
Eye irritation - 0.8649 86.49%
Skin irritation - 0.7672 76.72%
Skin corrosion - 0.9569 95.69%
Ames mutagenesis - 0.5954 59.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7781 77.81%
Micronuclear + 0.7933 79.33%
Hepatotoxicity - 0.5625 56.25%
skin sensitisation - 0.8388 83.88%
Respiratory toxicity + 0.5778 57.78%
Reproductive toxicity + 0.6000 60.00%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity - 0.8375 83.75%
Acute Oral Toxicity (c) III 0.4797 47.97%
Estrogen receptor binding + 0.7884 78.84%
Androgen receptor binding + 0.7684 76.84%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding - 0.4695 46.95%
Aromatase binding - 0.6141 61.41%
PPAR gamma + 0.7056 70.56%
Honey bee toxicity - 0.8217 82.17%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9561 95.61%

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
CHEMBL1951 P21397 Monoamine oxidase A 99.33% 91.49%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.62% 91.11%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.85% 99.17%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 90.64% 83.00%
CHEMBL3194 P02766 Transthyretin 90.45% 90.71%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.24% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.13% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.00% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.33% 99.23%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 84.11% 97.21%
CHEMBL2581 P07339 Cathepsin D 83.84% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.62% 94.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 83.55% 99.15%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 81.60% 95.17%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 80.79% 83.57%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 80.56% 94.42%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.20% 95.50%

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.
Elaeagnus umbellata
Hippophae rhamnoides
Lagerstroemia speciosa

Cross-Links

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PubChem 16130427
LOTUS LTS0148387
wikiData Q105233035