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(3aS,5R,6R,7R,7aS)-6-[(2E,4S)-4-[(2R,3R,4R,5R,6R)-5-[(2S,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-3,7-dimethylocta-2,6-dienyl]-6-hydroxy-5-[(1E,3R)-3-hydroxy-2,6-dimethylhepta-1,5-dienyl]-3a,7-dimethyl-1,2,3,5,7,7a-hexahydroinden-4-one

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 05289ab0-03c9-4edb-80f4-ed3b8b80fc00
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (3aS,5R,6R,7R,7aS)-6-[(2E,4S)-4-[(2R,3R,4R,5R,6R)-5-[(2S,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-3,7-dimethylocta-2,6-dienyl]-6-hydroxy-5-[(1E,3R)-3-hydroxy-2,6-dimethylhepta-1,5-dienyl]-3a,7-dimethyl-1,2,3,5,7,7a-hexahydroinden-4-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C48H78O16/c1-22(2)14-16-32(49)25(6)21-31-43(57)47(11)19-12-13-30(47)26(7)48(31,58)20-18-24(5)33(17-15-23(3)4)62-44-39(55)36(52)41(28(9)60-44)64-46-40(56)37(53)42(29(10)61-46)63-45-38(54)35(51)34(50)27(8)59-45/h14-15,18,21,26-42,44-46,49-56,58H,12-13,16-17,19-20H2,1-11H3/b24-18+,25-21+/t26-,27+,28-,29+,30+,31+,32-,33+,34+,35-,36-,37+,38-,39-,40-,41+,42+,44+,45+,46+,47+,48-/m1/s1
InChI Key IHPMRLHOFXBSRX-QYAWPMLMSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C48H78O16
Molecular Weight 911.10 g/mol
Exact Mass 910.52898640 g/mol
Topological Polar Surface Area (TPSA) 255.00 Ų
XlogP 3.40
Atomic LogP (AlogP) 2.63
H-Bond Acceptor 16
H-Bond Donor 9
Rotatable Bonds 15

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3aS,5R,6R,7R,7aS)-6-[(2E,4S)-4-[(2R,3R,4R,5R,6R)-5-[(2S,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-3,7-dimethylocta-2,6-dienyl]-6-hydroxy-5-[(1E,3R)-3-hydroxy-2,6-dimethylhepta-1,5-dienyl]-3a,7-dimethyl-1,2,3,5,7,7a-hexahydroinden-4-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8635 86.35%
Caco-2 - 0.8771 87.71%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.7140 71.40%
OATP2B1 inhibitior - 0.8717 87.17%
OATP1B1 inhibitior + 0.8720 87.20%
OATP1B3 inhibitior + 0.8391 83.91%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.9589 95.89%
P-glycoprotein inhibitior + 0.7436 74.36%
P-glycoprotein substrate + 0.5590 55.90%
CYP3A4 substrate + 0.7101 71.01%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8661 86.61%
CYP3A4 inhibition - 0.8425 84.25%
CYP2C9 inhibition - 0.8956 89.56%
CYP2C19 inhibition - 0.8972 89.72%
CYP2D6 inhibition - 0.9330 93.30%
CYP1A2 inhibition - 0.8944 89.44%
CYP2C8 inhibition + 0.5462 54.62%
CYP inhibitory promiscuity - 0.9068 90.68%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6172 61.72%
Eye corrosion - 0.9922 99.22%
Eye irritation - 0.9070 90.70%
Skin irritation + 0.5935 59.35%
Skin corrosion - 0.9310 93.10%
Ames mutagenesis - 0.5854 58.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7630 76.30%
Micronuclear - 0.8100 81.00%
Hepatotoxicity - 0.5778 57.78%
skin sensitisation - 0.8270 82.70%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.7037 70.37%
Acute Oral Toxicity (c) I 0.5560 55.60%
Estrogen receptor binding + 0.8329 83.29%
Androgen receptor binding + 0.6999 69.99%
Thyroid receptor binding + 0.5426 54.26%
Glucocorticoid receptor binding + 0.7878 78.78%
Aromatase binding + 0.6518 65.18%
PPAR gamma + 0.8072 80.72%
Honey bee toxicity - 0.6145 61.45%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.9735 97.35%

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 98.19% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.82% 97.25%
CHEMBL2581 P07339 Cathepsin D 94.71% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.35% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.04% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.31% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.72% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.18% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.67% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.61% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.73% 95.89%
CHEMBL1937 Q92769 Histone deacetylase 2 85.55% 94.75%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.11% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.49% 95.56%
CHEMBL226 P30542 Adenosine A1 receptor 83.48% 95.93%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.92% 100.00%
CHEMBL3038469 P24941 CDK2/Cyclin A 81.75% 91.38%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.61% 92.62%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.32% 95.50%
CHEMBL340 P08684 Cytochrome P450 3A4 80.20% 91.19%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.09% 100.00%

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 162844836
LOTUS LTS0017665
wikiData Q105113172