Castacrenin A

Details

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Internal ID ad805a8b-e7ee-4e95-bffe-0fba5d813e7d
Taxonomy Phenylpropanoids and polyketides > Tannins > Hydrolyzable tannins
IUPAC Name 5-[2-(1,2-dihydroxyethyl)-3,7,8,9-tetrahydroxy-5-oxo-2,3,3a,9b-tetrahydrofuro[3,2-c]isochromen-6-yl]-6,7,13,14-tetrahydroxy-2,9-dioxatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),4(16),5,7,11,13-hexaene-3,10-dione
SMILES (Canonical) C1=C2C3=C(C(=C1O)O)OC(=O)C4=C3C(=C(C(=C4C5=C6C(=C(C(=C5O)O)O)C7C(C(C(O7)C(CO)O)O)OC6=O)O)O)OC2=O
SMILES (Isomeric) C1=C2C3=C(C(=C1O)O)OC(=O)C4=C3C(=C(C(=C4C5=C6C(=C(C(=C5O)O)O)C7C(C(C(O7)C(CO)O)O)OC6=O)O)O)OC2=O
InChI InChI=1S/C27H18O17/c28-2-5(30)20-19(37)24-23(41-20)12-11(27(40)44-24)8(14(32)17(35)16(12)34)7-10-9-6-3(25(38)42-22(9)18(36)15(7)33)1-4(29)13(31)21(6)43-26(10)39/h1,5,19-20,23-24,28-37H,2H2
InChI Key ORHDVCFHUVVLAU-UHFFFAOYSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C27H18O17
Molecular Weight 614.40 g/mol
Exact Mass 614.05439910 g/mol
Topological Polar Surface Area (TPSA) 290.00 Ų
XlogP -0.50
Atomic LogP (AlogP) -0.21
H-Bond Acceptor 17
H-Bond Donor 10
Rotatable Bonds 3

Synonyms

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CHEBI:168267
DTXSID101317554
173429-79-3
5-[2-(1,2-dihydroxyethyl)-3,7,8,9-tetrahydroxy-5-oxo-2,3,3a,9b-tetrahydrouro[3,2-c]isochromen-6-yl]-6,7,13,14-tetrahydroxy-2,9-dioxatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),4(16),5,7,11,13-hexaene-3,10-dione

2D Structure

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2D Structure of Castacrenin A

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6221 62.21%
Caco-2 - 0.9260 92.60%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.5827 58.27%
OATP2B1 inhibitior - 0.5565 55.65%
OATP1B1 inhibitior + 0.8439 84.39%
OATP1B3 inhibitior + 0.9522 95.22%
MATE1 inhibitior - 0.7800 78.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior - 0.6372 63.72%
P-glycoprotein inhibitior - 0.5995 59.95%
P-glycoprotein substrate + 0.5242 52.42%
CYP3A4 substrate + 0.6093 60.93%
CYP2C9 substrate - 0.6106 61.06%
CYP2D6 substrate - 0.8531 85.31%
CYP3A4 inhibition - 0.8197 81.97%
CYP2C9 inhibition - 0.8867 88.67%
CYP2C19 inhibition - 0.9380 93.80%
CYP2D6 inhibition - 0.9169 91.69%
CYP1A2 inhibition - 0.9185 91.85%
CYP2C8 inhibition + 0.4600 46.00%
CYP inhibitory promiscuity - 0.8864 88.64%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6424 64.24%
Eye corrosion - 0.9930 99.30%
Eye irritation - 0.8451 84.51%
Skin irritation - 0.7877 78.77%
Skin corrosion - 0.9465 94.65%
Ames mutagenesis - 0.5554 55.54%
Human Ether-a-go-go-Related Gene inhibition - 0.4165 41.65%
Micronuclear + 0.7033 70.33%
Hepatotoxicity - 0.6750 67.50%
skin sensitisation - 0.8682 86.82%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity - 0.9444 94.44%
Acute Oral Toxicity (c) III 0.4220 42.20%
Estrogen receptor binding + 0.7444 74.44%
Androgen receptor binding + 0.7122 71.22%
Thyroid receptor binding - 0.5178 51.78%
Glucocorticoid receptor binding + 0.5893 58.93%
Aromatase binding - 0.5285 52.85%
PPAR gamma + 0.6262 62.62%
Honey bee toxicity - 0.7522 75.22%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6500 65.00%
Fish aquatic toxicity + 0.8315 83.15%

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 99.55% 91.11%
CHEMBL2581 P07339 Cathepsin D 95.95% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.36% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.24% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.87% 94.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.87% 94.45%
CHEMBL3401 O75469 Pregnane X receptor 87.70% 94.73%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 87.39% 97.21%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.11% 99.23%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 85.39% 89.34%
CHEMBL3038469 P24941 CDK2/Cyclin A 85.38% 91.38%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.47% 99.17%

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.
Castanea crenata
Mutisia friesiana

Cross-Links

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PubChem 85270241
LOTUS LTS0104585
wikiData Q105297580