PlantaeDB Logo
Login Sign-up

Ampelopsin B

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

Top
Internal ID c1b43941-61b2-4054-91e5-f0f2abadb907
Taxonomy Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
IUPAC Name (1S,8S,16S)-8,16-bis(4-hydroxyphenyl)-15-oxatetracyclo[8.6.1.02,7.014,17]heptadeca-2(7),3,5,10(17),11,13-hexaene-4,6,12-triol
SMILES (Canonical) C1C(C2=C(C=C(C=C2O)O)C3C(OC4=CC(=CC1=C34)O)C5=CC=C(C=C5)O)C6=CC=C(C=C6)O
SMILES (Isomeric) C1[C@H](C2=C(C=C(C=C2O)O)[C@@H]3[C@H](OC4=CC(=CC1=C34)O)C5=CC=C(C=C5)O)C6=CC=C(C=C6)O
InChI InChI=1S/C28H22O6/c29-17-5-1-14(2-6-17)21-10-16-9-19(31)13-24-25(16)27(22-11-20(32)12-23(33)26(21)22)28(34-24)15-3-7-18(30)8-4-15/h1-9,11-13,21,27-33H,10H2/t21-,27-,28+/m0/s1
InChI Key JJCVXDDMIRXVJA-YNOBPPCASA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C28H22O6
Molecular Weight 454.50 g/mol
Exact Mass 454.14163842 g/mol
Topological Polar Surface Area (TPSA) 110.00 Ų
XlogP 4.90
Atomic LogP (AlogP) 5.17
H-Bond Acceptor 6
H-Bond Donor 5
Rotatable Bonds 2

Synonyms

Top
(+)-Ampelopsin B
Ampelopsin B, (+)-
130518-19-3
BX77KJ8J5L
UNII-BX77KJ8J5L
Benzo(6,7)cyclohepta(1,2,3-cd)benzofuran-4,8,10-triol, 1,6,7,11b-tetrahydro-1,7-bis(4-hydroxyphenyl)-, (1S,7S,11bS)-
(1S,8S,16S)-8,16-bis(4-hydroxyphenyl)-15-oxatetracyclo[8.6.1.02,7.014,17]heptadeca-2(7),3,5,10(17),11,13-hexaene-4,6,12-triol
Benzo(6,7)cyclohepta(1,2,3-cd)benzofuran-4,8,10-triol, 1,6,7,11b-tetrahydro-1,7-bis(4-hydroxyphenyl)-, (1alpha,7alpha,11balpha)-(+)-
CHEBI:76191
DTXSID80415734
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

Top
2D Structure of Ampelopsin B

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9701 97.01%
Caco-2 - 0.7924 79.24%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.5985 59.85%
OATP2B1 inhibitior - 0.5744 57.44%
OATP1B1 inhibitior + 0.7871 78.71%
OATP1B3 inhibitior + 0.8852 88.52%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.7657 76.57%
P-glycoprotein inhibitior - 0.5091 50.91%
P-glycoprotein substrate - 0.8687 86.87%
CYP3A4 substrate + 0.5450 54.50%
CYP2C9 substrate - 0.6025 60.25%
CYP2D6 substrate + 0.5974 59.74%
CYP3A4 inhibition + 0.7063 70.63%
CYP2C9 inhibition + 0.8580 85.80%
CYP2C19 inhibition + 0.8455 84.55%
CYP2D6 inhibition - 0.6982 69.82%
CYP1A2 inhibition + 0.8800 88.00%
CYP2C8 inhibition + 0.7211 72.11%
CYP inhibitory promiscuity + 0.9167 91.67%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.8500 85.00%
Carcinogenicity (trinary) Non-required 0.4279 42.79%
Eye corrosion - 0.9888 98.88%
Eye irritation - 0.5265 52.65%
Skin irritation - 0.5254 52.54%
Skin corrosion - 0.9352 93.52%
Ames mutagenesis - 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7961 79.61%
Micronuclear + 0.7800 78.00%
Hepatotoxicity - 0.6750 67.50%
skin sensitisation - 0.8554 85.54%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.5556 55.56%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity - 0.6115 61.15%
Acute Oral Toxicity (c) III 0.4371 43.71%
Estrogen receptor binding + 0.7189 71.89%
Androgen receptor binding + 0.7823 78.23%
Thyroid receptor binding + 0.6451 64.51%
Glucocorticoid receptor binding + 0.6121 61.21%
Aromatase binding + 0.5613 56.13%
PPAR gamma + 0.7904 79.04%
Honey bee toxicity - 0.8458 84.58%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5600 56.00%
Fish aquatic toxicity + 0.9417 94.17%

Targets

Top

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 98.59% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.32% 97.09%
CHEMBL5697 Q9GZT9 Egl nine homolog 1 91.72% 93.40%
CHEMBL217 P14416 Dopamine D2 receptor 89.45% 95.62%
CHEMBL2581 P07339 Cathepsin D 88.83% 98.95%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 88.48% 99.15%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.71% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.67% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.28% 94.45%
CHEMBL3192 Q9BY41 Histone deacetylase 8 84.24% 93.99%
CHEMBL4208 P20618 Proteasome component C5 83.44% 90.00%
CHEMBL3401 O75469 Pregnane X receptor 83.19% 94.73%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.99% 89.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 82.59% 99.17%
CHEMBL4040 P28482 MAP kinase ERK2 82.21% 83.82%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 82.09% 100.00%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 82.08% 85.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.97% 95.89%
CHEMBL242 Q92731 Estrogen receptor beta 81.61% 98.35%
CHEMBL236 P41143 Delta opioid receptor 81.44% 99.35%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.08% 86.33%

Plants that contains it

Top
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.
Iris clarkei
Shorea roxburghii
Vitis vinifera

Cross-Links

Top
PubChem 5318088
NPASS NPC127065
LOTUS LTS0228816
wikiData Q4748113