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3-[(3R,3aR,4R,5aS,6S,7S,9aR,9bR)-3-[(2S)-2-hydroxy-6-methyl-5-methylideneheptan-2-yl]-6,9a,9b-trimethyl-7-prop-1-en-2-yl-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-1,2,3,3a,4,5,5a,7,8,9-decahydrocyclopenta[a]naphthalen-6-yl]propanoic acid

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 888d69c0-e493-41e2-9551-4cf446bb4f97
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids
IUPAC Name 3-[(3R,3aR,4R,5aS,6S,7S,9aR,9bR)-3-[(2S)-2-hydroxy-6-methyl-5-methylideneheptan-2-yl]-6,9a,9b-trimethyl-7-prop-1-en-2-yl-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-1,2,3,3a,4,5,5a,7,8,9-decahydrocyclopenta[a]naphthalen-6-yl]propanoic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C36H60O8/c1-20(2)22(5)10-17-36(9,42)24-12-16-35(8)29(24)26(44-32-31(41)30(40)25(37)19-43-32)18-27-33(6,14-13-28(38)39)23(21(3)4)11-15-34(27,35)7/h20,23-27,29-32,37,40-42H,3,5,10-19H2,1-2,4,6-9H3,(H,38,39)/t23-,24+,25+,26+,27-,29-,30-,31+,32-,33-,34+,35+,36-/m0/s1
InChI Key UQAZIPIFDVMYDE-JHLDLINISA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C36H60O8
Molecular Weight 620.90 g/mol
Exact Mass 620.42881887 g/mol
Topological Polar Surface Area (TPSA) 137.00 Ų
XlogP 6.30
Atomic LogP (AlogP) 5.47
H-Bond Acceptor 7
H-Bond Donor 5
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[(3R,3aR,4R,5aS,6S,7S,9aR,9bR)-3-[(2S)-2-hydroxy-6-methyl-5-methylideneheptan-2-yl]-6,9a,9b-trimethyl-7-prop-1-en-2-yl-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy-1,2,3,3a,4,5,5a,7,8,9-decahydrocyclopenta[a]naphthalen-6-yl]propanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8843 88.43%
Caco-2 - 0.8206 82.06%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.7991 79.91%
OATP2B1 inhibitior - 0.5729 57.29%
OATP1B1 inhibitior + 0.8544 85.44%
OATP1B3 inhibitior + 0.8467 84.67%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7818 78.18%
BSEP inhibitior + 0.7581 75.81%
P-glycoprotein inhibitior + 0.6591 65.91%
P-glycoprotein substrate + 0.6023 60.23%
CYP3A4 substrate + 0.7078 70.78%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8865 88.65%
CYP3A4 inhibition - 0.8568 85.68%
CYP2C9 inhibition - 0.7252 72.52%
CYP2C19 inhibition - 0.7966 79.66%
CYP2D6 inhibition - 0.9332 93.32%
CYP1A2 inhibition - 0.7767 77.67%
CYP2C8 inhibition + 0.6324 63.24%
CYP inhibitory promiscuity - 0.9111 91.11%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7225 72.25%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.9118 91.18%
Skin irritation + 0.5495 54.95%
Skin corrosion - 0.9409 94.09%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4157 41.57%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.5543 55.43%
skin sensitisation - 0.8713 87.13%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity - 0.8099 80.99%
Acute Oral Toxicity (c) III 0.4191 41.91%
Estrogen receptor binding + 0.6023 60.23%
Androgen receptor binding + 0.6907 69.07%
Thyroid receptor binding - 0.5207 52.07%
Glucocorticoid receptor binding + 0.6412 64.12%
Aromatase binding + 0.6630 66.30%
PPAR gamma + 0.6860 68.60%
Honey bee toxicity - 0.6666 66.66%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.7100 71.00%
Fish aquatic toxicity + 0.9890 98.90%

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 99.22% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.15% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.43% 96.09%
CHEMBL2581 P07339 Cathepsin D 96.59% 98.95%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 95.89% 96.77%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.73% 97.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.42% 85.14%
CHEMBL218 P21554 Cannabinoid CB1 receptor 89.53% 96.61%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 88.15% 96.47%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.40% 94.45%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.26% 91.07%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 87.25% 97.33%
CHEMBL5028 O14672 ADAM10 86.37% 97.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.94% 86.33%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 85.18% 95.17%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 84.24% 97.14%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.91% 93.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.74% 95.89%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.36% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 82.02% 91.19%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.86% 90.71%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 81.17% 100.00%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 80.88% 97.86%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 80.80% 92.78%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 80.58% 82.50%
CHEMBL221 P23219 Cyclooxygenase-1 80.42% 90.17%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.39% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.04% 95.89%

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.
Alnus pendula

Cross-Links

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PubChem 162866256
LOTUS LTS0053039
wikiData Q105277116