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Bisrubescensin 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 768a0f5a-4d3c-427a-91d4-22f987f0097c
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (1S,2S,5R,6S,8R,9S,10S,11R,15S,18R)-6,9,10,15,18-pentahydroxy-12,12-dimethyl-6-[2-[(1S,2S,5S,6R,8R,9S,10S,11R,15S,18R)-9,10,15,18-tetrahydroxy-12,12-dimethyl-7-oxo-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecan-6-yl]ethyl]-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecan-7-one
SMILES (Canonical) CC1(CCC(C23C1C(C(C45C2CCC(C4O)C(C5=O)CCC6(C7CCC8C91COC(C8(C7O)C6=O)(C(C9C(CCC1O)(C)C)O)O)O)(OC3)O)O)O)C
SMILES (Isomeric) CC1(CC[C@@H]([C@]23[C@@H]1[C@@H]([C@]([C@]45[C@H]2CC[C@H]([C@H]4O)[C@H](C5=O)CC[C@@]6([C@@H]7CC[C@H]8[C@@]91CO[C@@]([C@]8([C@@H]7O)C6=O)([C@H]([C@@H]9C(CC[C@@H]1O)(C)C)O)O)O)(OC3)O)O)O)C
InChI InChI=1S/C40H58O13/c1-32(2)12-10-22(41)34-15-52-39(50,29(46)24(32)34)37-20(34)7-5-17(26(37)43)18(27(37)44)9-14-36(49)19-6-8-21-35-16-53-40(51,38(21,28(19)45)31(36)48)30(47)25(35)33(3,4)13-11-23(35)42/h17-26,28-30,41-43,45-47,49-51H,5-16H2,1-4H3/t17-,18+,19+,20-,21-,22-,23-,24+,25+,26+,28+,29-,30-,34+,35+,36-,37+,38+,39+,40+/m0/s1
InChI Key ICXLKYKYAQEWTQ-IQLWWSPUSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C40H58O13
Molecular Weight 746.90 g/mol
Exact Mass 746.38774190 g/mol
Topological Polar Surface Area (TPSA) 235.00 Ų
XlogP -1.00
Atomic LogP (AlogP) -0.22
H-Bond Acceptor 13
H-Bond Donor 9
Rotatable Bonds 3

Synonyms

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(1S,2S,5R,6S,8R,9S,10S,11R,15S,18R)-6,9,10,15,18-Pentahydroxy-12,12-dimethyl-6-[2-[(1S,2S,5S,6R,8R,9S,10S,11R,15S,18R)-9,10,15,18-tetrahydroxy-12,12-dimethyl-7-oxo-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecan-6-yl]ethyl]-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecan-7-one

2D Structure

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2D Structure of Bisrubescensin B

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5894 58.94%
Caco-2 - 0.8605 86.05%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.7430 74.30%
OATP2B1 inhibitior - 0.7240 72.40%
OATP1B1 inhibitior + 0.8734 87.34%
OATP1B3 inhibitior + 0.9125 91.25%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.6750 67.50%
P-glycoprotein inhibitior + 0.7226 72.26%
P-glycoprotein substrate + 0.5852 58.52%
CYP3A4 substrate + 0.7096 70.96%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8261 82.61%
CYP3A4 inhibition - 0.9348 93.48%
CYP2C9 inhibition - 0.8906 89.06%
CYP2C19 inhibition - 0.8928 89.28%
CYP2D6 inhibition - 0.9669 96.69%
CYP1A2 inhibition - 0.9264 92.64%
CYP2C8 inhibition + 0.4594 45.94%
CYP inhibitory promiscuity - 0.9904 99.04%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6675 66.75%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.9085 90.85%
Skin irritation - 0.6517 65.17%
Skin corrosion - 0.9383 93.83%
Ames mutagenesis - 0.6737 67.37%
Human Ether-a-go-go-Related Gene inhibition - 0.3954 39.54%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.6402 64.02%
skin sensitisation - 0.9180 91.80%
Respiratory toxicity + 0.6778 67.78%
Reproductive toxicity + 0.7889 78.89%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity + 0.5000 50.00%
Acute Oral Toxicity (c) I 0.4069 40.69%
Estrogen receptor binding + 0.7218 72.18%
Androgen receptor binding + 0.7841 78.41%
Thyroid receptor binding - 0.5420 54.20%
Glucocorticoid receptor binding + 0.6704 67.04%
Aromatase binding + 0.6418 64.18%
PPAR gamma + 0.6496 64.96%
Honey bee toxicity - 0.7370 73.70%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9302 93.02%

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 96.83% 91.11%
CHEMBL4040 P28482 MAP kinase ERK2 95.25% 83.82%
CHEMBL1994 P08235 Mineralocorticoid receptor 92.96% 100.00%
CHEMBL1937 Q92769 Histone deacetylase 2 91.43% 94.75%
CHEMBL2581 P07339 Cathepsin D 91.37% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.18% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.16% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.97% 95.56%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 89.77% 96.77%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.70% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.17% 89.00%
CHEMBL1871 P10275 Androgen Receptor 85.55% 96.43%
CHEMBL3922 P50579 Methionine aminopeptidase 2 85.40% 97.28%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 85.05% 95.50%
CHEMBL253 P34972 Cannabinoid CB2 receptor 84.07% 97.25%
CHEMBL255 P29275 Adenosine A2b receptor 83.50% 98.59%
CHEMBL218 P21554 Cannabinoid CB1 receptor 82.13% 96.61%
CHEMBL4683 Q12884 Fibroblast activation protein alpha 81.63% 93.07%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.46% 94.33%
CHEMBL5103 Q969S8 Histone deacetylase 10 80.38% 90.08%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 80.11% 96.95%

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.
Isodon rubescens

Cross-Links

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PubChem 11721844
LOTUS LTS0026104
wikiData Q105111217