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(3aS,5S,6S,7aS)-6-[(2E,4S)-4-[(2R,3R,4R,5R,6R)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,7-dimethylocta-2,6-dienyl]-6-hydroxy-5-[(1E,3R)-3-hydroxy-2,6-dimethylhepta-1,5-dienyl]-3a-methyl-7-methylidene-2,3,5,7a-tetrahydro-1H-inden-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 57331f4f-3ed6-4dd4-a533-c18cdb4f3ca9
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (3aS,5S,6S,7aS)-6-[(2E,4S)-4-[(2R,3R,4R,5R,6R)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,7-dimethylocta-2,6-dienyl]-6-hydroxy-5-[(1E,3R)-3-hydroxy-2,6-dimethylhepta-1,5-dienyl]-3a-methyl-7-methylidene-2,3,5,7a-tetrahydro-1H-inden-4-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C42H66O12/c1-21(2)13-15-30(43)24(6)20-29-38(49)41(10)18-11-12-28(41)25(7)42(29,50)19-17-23(5)31(16-14-22(3)4)53-39-36(48)34(46)37(27(9)52-39)54-40-35(47)33(45)32(44)26(8)51-40/h13-14,17,20,26-37,39-40,43-48,50H,7,11-12,15-16,18-19H2,1-6,8-10H3/b23-17+,24-20+/t26-,27+,28-,29+,30+,31-,32-,33+,34+,35+,36+,37-,39-,40-,41-,42+/m0/s1
InChI Key VUBUYKZBDJDUGV-GPWWILDGSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C42H66O12
Molecular Weight 763.00 g/mol
Exact Mass 762.45542754 g/mol
Topological Polar Surface Area (TPSA) 196.00 Ų
XlogP 3.70
Atomic LogP (AlogP) 3.70
H-Bond Acceptor 12
H-Bond Donor 7
Rotatable Bonds 13

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3aS,5S,6S,7aS)-6-[(2E,4S)-4-[(2R,3R,4R,5R,6R)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-3,7-dimethylocta-2,6-dienyl]-6-hydroxy-5-[(1E,3R)-3-hydroxy-2,6-dimethylhepta-1,5-dienyl]-3a-methyl-7-methylidene-2,3,5,7a-tetrahydro-1H-inden-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 + 0.8498 84.98%
Caco-2 - 0.8719 87.19%
Blood Brain Barrier - 0.5250 52.50%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.6673 66.73%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8683 86.83%
OATP1B3 inhibitior - 0.2286 22.86%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.9398 93.98%
P-glycoprotein inhibitior + 0.7458 74.58%
P-glycoprotein substrate + 0.5374 53.74%
CYP3A4 substrate + 0.7123 71.23%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8661 86.61%
CYP3A4 inhibition - 0.7618 76.18%
CYP2C9 inhibition - 0.8725 87.25%
CYP2C19 inhibition - 0.8618 86.18%
CYP2D6 inhibition - 0.9338 93.38%
CYP1A2 inhibition - 0.8724 87.24%
CYP2C8 inhibition + 0.5736 57.36%
CYP inhibitory promiscuity - 0.9129 91.29%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6442 64.42%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.9106 91.06%
Skin irritation + 0.5955 59.55%
Skin corrosion - 0.9266 92.66%
Ames mutagenesis - 0.6454 64.54%
Human Ether-a-go-go-Related Gene inhibition - 0.3731 37.31%
Micronuclear - 0.8200 82.00%
Hepatotoxicity - 0.5528 55.28%
skin sensitisation - 0.8155 81.55%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.6071 60.71%
Acute Oral Toxicity (c) I 0.5148 51.48%
Estrogen receptor binding + 0.8203 82.03%
Androgen receptor binding + 0.6671 66.71%
Thyroid receptor binding + 0.5137 51.37%
Glucocorticoid receptor binding + 0.7418 74.18%
Aromatase binding + 0.6636 66.36%
PPAR gamma + 0.7612 76.12%
Honey bee toxicity - 0.5989 59.89%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9867 98.67%

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 98.93% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.55% 97.25%
CHEMBL2581 P07339 Cathepsin D 96.30% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.57% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.97% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.87% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.40% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.36% 85.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.35% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.10% 97.09%
CHEMBL1937 Q92769 Histone deacetylase 2 86.03% 94.75%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.89% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.47% 95.56%
CHEMBL226 P30542 Adenosine A1 receptor 85.05% 95.93%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.22% 92.62%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.47% 100.00%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 83.44% 92.78%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.61% 91.07%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 81.59% 91.24%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 80.62% 95.83%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.61% 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 162919750
LOTUS LTS0186553
wikiData Q105293185