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(3R)-5-[(2S,6R)-2-[(4aS,6R,8aR)-2-[(2S,5R)-5-hydroxy-2,6,6-trimethyloxan-2-yl]-4a-methyl-6,7,8,8a-tetrahydro-4H-pyrano[3,2-b]pyran-6-yl]-2,6-dimethyl-3H-pyran-6-yl]-2-methylpentane-2,3-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 4402debb-8fd9-46a0-aa83-d03d2aa5c37e
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (3R)-5-[(2S,6R)-2-[(4aS,6R,8aR)-2-[(2S,5R)-5-hydroxy-2,6,6-trimethyloxan-2-yl]-4a-methyl-6,7,8,8a-tetrahydro-4H-pyrano[3,2-b]pyran-6-yl]-2,6-dimethyl-3H-pyran-6-yl]-2-methylpentane-2,3-diol
SMILES (Canonical) CC1(C(CCC(O1)(C)C2=CCC3(C(O2)CCC(O3)C4(CC=CC(O4)(C)CCC(C(C)(C)O)O)C)C)O)C
SMILES (Isomeric) C[C@]1(CC[C@H](C(O1)(C)C)O)C2=CC[C@]3([C@H](O2)CC[C@@H](O3)[C@@]4(CC=C[C@@](O4)(C)CC[C@H](C(C)(C)O)O)C)C
InChI InChI=1S/C30H50O7/c1-25(2,33)20(31)12-17-27(5)15-9-16-29(7,37-27)24-11-10-22-28(6,35-24)19-14-23(34-22)30(8)18-13-21(32)26(3,4)36-30/h9,14-15,20-22,24,31-33H,10-13,16-19H2,1-8H3/t20-,21-,22-,24-,27+,28+,29+,30+/m1/s1
InChI Key BWOMRSOXEVNIRW-AHAJQMICSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H50O7
Molecular Weight 522.70 g/mol
Exact Mass 522.35565393 g/mol
Topological Polar Surface Area (TPSA) 97.60 Ų
XlogP 2.90
Atomic LogP (AlogP) 4.71
H-Bond Acceptor 7
H-Bond Donor 3
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3R)-5-[(2S,6R)-2-[(4aS,6R,8aR)-2-[(2S,5R)-5-hydroxy-2,6,6-trimethyloxan-2-yl]-4a-methyl-6,7,8,8a-tetrahydro-4H-pyrano[3,2-b]pyran-6-yl]-2,6-dimethyl-3H-pyran-6-yl]-2-methylpentane-2,3-diol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9587 95.87%
Caco-2 - 0.7056 70.56%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.7497 74.97%
OATP2B1 inhibitior - 0.7156 71.56%
OATP1B1 inhibitior + 0.8737 87.37%
OATP1B3 inhibitior + 0.9243 92.43%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.8946 89.46%
P-glycoprotein inhibitior + 0.6957 69.57%
P-glycoprotein substrate + 0.5769 57.69%
CYP3A4 substrate + 0.6668 66.68%
CYP2C9 substrate - 0.7962 79.62%
CYP2D6 substrate - 0.7623 76.23%
CYP3A4 inhibition - 0.8382 83.82%
CYP2C9 inhibition - 0.9185 91.85%
CYP2C19 inhibition - 0.8658 86.58%
CYP2D6 inhibition - 0.9556 95.56%
CYP1A2 inhibition - 0.9198 91.98%
CYP2C8 inhibition + 0.5331 53.31%
CYP inhibitory promiscuity - 0.9205 92.05%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6925 69.25%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9388 93.88%
Skin irritation - 0.6009 60.09%
Skin corrosion - 0.9373 93.73%
Ames mutagenesis - 0.6337 63.37%
Human Ether-a-go-go-Related Gene inhibition + 0.7176 71.76%
Micronuclear - 0.9100 91.00%
Hepatotoxicity - 0.6125 61.25%
skin sensitisation - 0.7751 77.51%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.8098 80.98%
Acute Oral Toxicity (c) III 0.5200 52.00%
Estrogen receptor binding + 0.6688 66.88%
Androgen receptor binding + 0.5548 55.48%
Thyroid receptor binding + 0.5984 59.84%
Glucocorticoid receptor binding + 0.7687 76.87%
Aromatase binding + 0.7049 70.49%
PPAR gamma + 0.5567 55.67%
Honey bee toxicity - 0.7747 77.47%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9580 95.80%

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 97.34% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.72% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.58% 97.25%
CHEMBL2581 P07339 Cathepsin D 95.46% 98.95%
CHEMBL218 P21554 Cannabinoid CB1 receptor 92.05% 96.61%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.34% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.95% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.10% 86.33%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 88.56% 90.24%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.84% 95.89%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.68% 85.14%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.21% 97.14%
CHEMBL4835 P00338 L-lactate dehydrogenase A chain 83.72% 95.34%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.68% 95.89%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.46% 92.62%
CHEMBL1871 P10275 Androgen Receptor 82.71% 96.43%
CHEMBL3192 Q9BY41 Histone deacetylase 8 82.57% 93.99%
CHEMBL3401 O75469 Pregnane X receptor 82.32% 94.73%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.03% 100.00%
CHEMBL4581 P52732 Kinesin-like protein 1 80.90% 93.18%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.52% 100.00%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 80.49% 98.33%
CHEMBL2094135 Q96BI3 Gamma-secretase 80.07% 98.05%

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 10649694
LOTUS LTS0178023
wikiData Q104947423