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Calbistrin 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

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Internal ID 26dac031-8d1c-4bb9-9c16-079877e069ba
Taxonomy Organoheterocyclic compounds > Naphthopyrans
IUPAC Name (2E,4Z,6E,8E)-12-[[(3R,4aR,8S,10S,10aS,10bR)-3-hydroxy-4a,8,10b-trimethyl-1-oxo-2,3,8,9,10,10a-hexahydrobenzo[f]chromen-10-yl]oxy]-10-hydroxy-5,9,11-trimethyl-12-oxododeca-2,4,6,8-tetraenoic acid
SMILES (Canonical) CC1CC(C2C(=C1)C=CC3(C2(C(=O)CC(O3)O)C)C)OC(=O)C(C)C(C(=CC=CC(=CC=CC(=O)O)C)C)O
SMILES (Isomeric) C[C@H]1C[C@@H]([C@H]2C(=C1)C=C[C@@]3([C@@]2(C(=O)C[C@@H](O3)O)C)C)OC(=O)C(C)C(/C(=C/C=C/C(=C\C=C\C(=O)O)/C)/C)O
InChI InChI=1S/C31H40O8/c1-18(10-8-12-25(33)34)9-7-11-20(3)28(36)21(4)29(37)38-23-16-19(2)15-22-13-14-30(5)31(6,27(22)23)24(32)17-26(35)39-30/h7-15,19,21,23,26-28,35-36H,16-17H2,1-6H3,(H,33,34)/b9-7+,12-8+,18-10-,20-11+/t19-,21?,23+,26-,27-,28?,30-,31-/m1/s1
InChI Key YKPRQPBIYQBKND-YEFXOKEYSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C31H40O8
Molecular Weight 540.60 g/mol
Exact Mass 540.27231823 g/mol
Topological Polar Surface Area (TPSA) 130.00 Ų
XlogP 4.00
Atomic LogP (AlogP) 4.21
H-Bond Acceptor 7
H-Bond Donor 3
Rotatable Bonds 8

Synonyms

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147384-56-3
SCHEMBL29711126
(2E,4Z,6E,8E)-12-[[(3R,4aR,8S,10S,10aS,10bR)-3-hydroxy-4a,8,10b-trimethyl-1-oxo-2,3,8,9,10,10a-hexahydrobenzo[f]chromen-10-yl]oxy]-10-hydroxy-5,9,11-trimethyl-12-oxo-dodeca-2,4,6,8-tetraenoic acid
2,4,6,8-Dodecatetraenedioic acid, 10-hydroxy-5,9,11-trimethyl-, 12-(2,3,4a,8,9,10,10a,10b-octahydro-3-hydroxy-4a,8,10b-trimethyl-- 1-oxo-1H-naphtho(2,1-b)pyran-10-yl) ester

2D Structure

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2D Structure of Calbistrin B

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9859 98.59%
Caco-2 - 0.7651 76.51%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.6361 63.61%
OATP2B1 inhibitior - 0.5724 57.24%
OATP1B1 inhibitior + 0.8158 81.58%
OATP1B3 inhibitior + 0.9456 94.56%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.9462 94.62%
P-glycoprotein inhibitior + 0.8031 80.31%
P-glycoprotein substrate + 0.6543 65.43%
CYP3A4 substrate + 0.7135 71.35%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9001 90.01%
CYP3A4 inhibition - 0.6869 68.69%
CYP2C9 inhibition - 0.9267 92.67%
CYP2C19 inhibition - 0.9548 95.48%
CYP2D6 inhibition - 0.9501 95.01%
CYP1A2 inhibition - 0.8054 80.54%
CYP2C8 inhibition + 0.6193 61.93%
CYP inhibitory promiscuity - 0.9249 92.49%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9413 94.13%
Carcinogenicity (trinary) Non-required 0.4446 44.46%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.9287 92.87%
Skin irritation + 0.5350 53.50%
Skin corrosion - 0.9204 92.04%
Ames mutagenesis - 0.5954 59.54%
Human Ether-a-go-go-Related Gene inhibition - 0.4336 43.36%
Micronuclear - 0.5000 50.00%
Hepatotoxicity + 0.5999 59.99%
skin sensitisation - 0.7295 72.95%
Respiratory toxicity + 0.6889 68.89%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity + 0.5000 50.00%
Acute Oral Toxicity (c) III 0.5136 51.36%
Estrogen receptor binding + 0.7464 74.64%
Androgen receptor binding + 0.6577 65.77%
Thyroid receptor binding + 0.6245 62.45%
Glucocorticoid receptor binding + 0.8030 80.30%
Aromatase binding + 0.6249 62.49%
PPAR gamma + 0.7100 71.00%
Honey bee toxicity - 0.7042 70.42%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6400 64.00%
Fish aquatic toxicity + 0.9513 95.13%

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
CHEMBL4040 P28482 MAP kinase ERK2 98.44% 83.82%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.53% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 95.98% 90.17%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.30% 85.14%
CHEMBL1937 Q92769 Histone deacetylase 2 92.88% 94.75%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.42% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.37% 86.33%
CHEMBL2581 P07339 Cathepsin D 90.05% 98.95%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 89.63% 91.07%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.76% 94.45%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.35% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.21% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.03% 97.09%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 86.98% 95.50%
CHEMBL299 P17252 Protein kinase C alpha 86.73% 98.03%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.44% 89.00%
CHEMBL340 P08684 Cytochrome P450 3A4 84.26% 91.19%
CHEMBL1951 P21397 Monoamine oxidase A 83.30% 91.49%
CHEMBL2061 P19793 Retinoid X receptor alpha 82.71% 91.67%
CHEMBL2996 Q05655 Protein kinase C delta 82.19% 97.79%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.54% 99.17%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.25% 93.56%

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.
There are no matching plants.

Cross-Links

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PubChem 6438424
LOTUS LTS0270272
wikiData Q105349828