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(3S,6R)-6-[(2S,5R)-5-[(2R,4aS,6R,8aR)-2-[(2S,5R)-5-bromo-2,6,6-trimethyloxan-2-yl]-4a-methyl-3,4,6,7,8,8a-hexahydro-2H-pyrano[3,2-b]pyran-6-yl]-5-methyloxolan-2-yl]-2-methylheptane-2,3,6-triol

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 f115df22-0772-4226-8b4d-1441275dc333
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (3S,6R)-6-[(2S,5R)-5-[(2R,4aS,6R,8aR)-2-[(2S,5R)-5-bromo-2,6,6-trimethyloxan-2-yl]-4a-methyl-3,4,6,7,8,8a-hexahydro-2H-pyrano[3,2-b]pyran-6-yl]-5-methyloxolan-2-yl]-2-methylheptane-2,3,6-triol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C30H53BrO7/c1-25(2,33)20(32)12-15-27(5,34)21-13-17-29(7,36-21)24-10-9-22-28(6,37-24)18-14-23(35-22)30(8)16-11-19(31)26(3,4)38-30/h19-24,32-34H,9-18H2,1-8H3/t19-,20+,21+,22-,23-,24-,27-,28+,29-,30+/m1/s1
InChI Key LDQVWFLDLPYOLQ-IAPQZPNPSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C30H53BrO7
Molecular Weight 605.60 g/mol
Exact Mass 604.29747 g/mol
Topological Polar Surface Area (TPSA) 97.60 Ų
XlogP 3.60
Atomic LogP (AlogP) 5.18
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 (3S,6R)-6-[(2S,5R)-5-[(2R,4aS,6R,8aR)-2-[(2S,5R)-5-bromo-2,6,6-trimethyloxan-2-yl]-4a-methyl-3,4,6,7,8,8a-hexahydro-2H-pyrano[3,2-b]pyran-6-yl]-5-methyloxolan-2-yl]-2-methylheptane-2,3,6-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9658 96.58%
Caco-2 - 0.7437 74.37%
Blood Brain Barrier + 0.8250 82.50%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.6569 65.69%
OATP2B1 inhibitior - 0.5681 56.81%
OATP1B1 inhibitior + 0.9054 90.54%
OATP1B3 inhibitior + 0.9237 92.37%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior - 0.7448 74.48%
P-glycoprotein inhibitior + 0.6535 65.35%
P-glycoprotein substrate - 0.6578 65.78%
CYP3A4 substrate + 0.6715 67.15%
CYP2C9 substrate - 0.8024 80.24%
CYP2D6 substrate - 0.7240 72.40%
CYP3A4 inhibition - 0.8407 84.07%
CYP2C9 inhibition - 0.7523 75.23%
CYP2C19 inhibition - 0.7992 79.92%
CYP2D6 inhibition - 0.9061 90.61%
CYP1A2 inhibition - 0.8542 85.42%
CYP2C8 inhibition - 0.7164 71.64%
CYP inhibitory promiscuity - 0.8079 80.79%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8410 84.10%
Carcinogenicity (trinary) Non-required 0.5423 54.23%
Eye corrosion - 0.9849 98.49%
Eye irritation - 0.9255 92.55%
Skin irritation - 0.7144 71.44%
Skin corrosion - 0.9251 92.51%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4336 43.36%
Micronuclear - 0.8900 89.00%
Hepatotoxicity - 0.6226 62.26%
skin sensitisation - 0.8019 80.19%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.6889 68.89%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity + 0.5238 52.38%
Acute Oral Toxicity (c) III 0.4716 47.16%
Estrogen receptor binding + 0.6569 65.69%
Androgen receptor binding + 0.6017 60.17%
Thyroid receptor binding + 0.5386 53.86%
Glucocorticoid receptor binding + 0.6591 65.91%
Aromatase binding + 0.6725 67.25%
PPAR gamma + 0.6073 60.73%
Honey bee toxicity - 0.8056 80.56%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6700 67.00%
Fish aquatic toxicity + 0.9745 97.45%

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 98.13% 97.25%
CHEMBL218 P21554 Cannabinoid CB1 receptor 97.97% 96.61%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.23% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.14% 97.09%
CHEMBL284 P27487 Dipeptidyl peptidase IV 93.35% 95.69%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 91.30% 95.58%
CHEMBL2094135 Q96BI3 Gamma-secretase 91.14% 98.05%
CHEMBL2581 P07339 Cathepsin D 90.76% 98.95%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 90.73% 97.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.76% 91.11%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 86.89% 94.78%
CHEMBL4227 P25090 Lipoxin A4 receptor 86.50% 100.00%
CHEMBL233 P35372 Mu opioid receptor 85.12% 97.93%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 84.27% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.33% 89.00%
CHEMBL237 P41145 Kappa opioid receptor 82.97% 98.10%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 82.92% 96.95%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 81.73% 97.29%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.67% 95.89%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 81.29% 85.14%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 80.99% 89.05%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 80.34% 90.24%
CHEMBL4835 P00338 L-lactate dehydrogenase A chain 80.17% 95.34%

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 24763918
LOTUS LTS0122365
wikiData Q105150332