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(4S)-4-[(2R,6R,8aR)-2-(5-bromo-2,6,6-trimethyloxan-2-yl)-2,4a,8a-trimethyl-4,6,7,8-tetrahydro-3H-pyrano[3,2-b]pyran-6-yl]-1-[(2R)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]pentane-1,4-diol

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 831a0edc-772e-4042-a2c4-ca5dfa557d9a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (4S)-4-[(2R,6R,8aR)-2-(5-bromo-2,6,6-trimethyloxan-2-yl)-2,4a,8a-trimethyl-4,6,7,8-tetrahydro-3H-pyrano[3,2-b]pyran-6-yl]-1-[(2R)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]pentane-1,4-diol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C32H57BrO7/c1-25(2,35)23-13-16-28(6,37-23)22(34)12-15-27(5,36)24-14-18-30(8)29(7,38-24)19-20-32(10,40-30)31(9)17-11-21(33)26(3,4)39-31/h21-24,34-36H,11-20H2,1-10H3/t21?,22?,23?,24-,27+,28-,29?,30-,31?,32-/m1/s1
InChI Key ICBPTAJNAFEVTN-UDMWENOMSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C32H57BrO7
Molecular Weight 633.70 g/mol
Exact Mass 632.32877 g/mol
Topological Polar Surface Area (TPSA) 97.60 Ų
XlogP 4.00
Atomic LogP (AlogP) 5.96
H-Bond Acceptor 7
H-Bond Donor 3
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (4S)-4-[(2R,6R,8aR)-2-(5-bromo-2,6,6-trimethyloxan-2-yl)-2,4a,8a-trimethyl-4,6,7,8-tetrahydro-3H-pyrano[3,2-b]pyran-6-yl]-1-[(2R)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]pentane-1,4-diol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9787 97.87%
Caco-2 - 0.7368 73.68%
Blood Brain Barrier + 0.8500 85.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.6545 65.45%
OATP2B1 inhibitior - 0.5719 57.19%
OATP1B1 inhibitior + 0.8742 87.42%
OATP1B3 inhibitior + 0.9165 91.65%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior - 0.4868 48.68%
P-glycoprotein inhibitior + 0.6576 65.76%
P-glycoprotein substrate - 0.6450 64.50%
CYP3A4 substrate + 0.6655 66.55%
CYP2C9 substrate - 0.8027 80.27%
CYP2D6 substrate - 0.6968 69.68%
CYP3A4 inhibition - 0.8007 80.07%
CYP2C9 inhibition - 0.7418 74.18%
CYP2C19 inhibition - 0.8140 81.40%
CYP2D6 inhibition - 0.9072 90.72%
CYP1A2 inhibition - 0.8548 85.48%
CYP2C8 inhibition - 0.6150 61.50%
CYP inhibitory promiscuity - 0.7041 70.41%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.8410 84.10%
Carcinogenicity (trinary) Non-required 0.5384 53.84%
Eye corrosion - 0.9853 98.53%
Eye irritation - 0.9174 91.74%
Skin irritation - 0.7194 71.94%
Skin corrosion - 0.9281 92.81%
Ames mutagenesis - 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4055 40.55%
Micronuclear - 0.8800 88.00%
Hepatotoxicity - 0.6226 62.26%
skin sensitisation - 0.7975 79.75%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.6778 67.78%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity + 0.6512 65.12%
Acute Oral Toxicity (c) III 0.4827 48.27%
Estrogen receptor binding + 0.6593 65.93%
Androgen receptor binding + 0.6494 64.94%
Thyroid receptor binding + 0.5593 55.93%
Glucocorticoid receptor binding + 0.6668 66.68%
Aromatase binding + 0.6821 68.21%
PPAR gamma + 0.5852 58.52%
Honey bee toxicity - 0.7878 78.78%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9714 97.14%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.52% 97.25%
CHEMBL218 P21554 Cannabinoid CB1 receptor 97.05% 96.61%
CHEMBL3137262 O60341 LSD1/CoREST complex 96.69% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.88% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.22% 91.11%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 88.65% 95.58%
CHEMBL2094135 Q96BI3 Gamma-secretase 87.72% 98.05%
CHEMBL4227 P25090 Lipoxin A4 receptor 87.35% 100.00%
CHEMBL4040 P28482 MAP kinase ERK2 86.97% 83.82%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 86.22% 96.21%
CHEMBL233 P35372 Mu opioid receptor 84.68% 97.93%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.39% 92.94%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 83.99% 92.78%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 83.74% 89.05%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.43% 97.14%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.06% 93.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.01% 89.00%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 82.08% 95.71%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.01% 93.04%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.83% 95.89%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.43% 95.50%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 81.35% 97.47%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 81.05% 100.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 80.81% 85.14%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 80.47% 97.50%
CHEMBL4581 P52732 Kinesin-like protein 1 80.42% 93.18%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.06% 92.62%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 163190250
LOTUS LTS0110986
wikiData Q105110893