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3-[(3S,3aR,4R,5aR,6S,7S,9aR,9bR)-3-[(E,2S)-2,6-dihydroxy-6-methylhept-4-en-2-yl]-6,9a,9b-trimethyl-7-prop-1-en-2-yl-4-[(2S,3R,4S,5S)-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 f9dec0bc-cc56-4274-8370-26b5157d8a8b
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids
IUPAC Name 3-[(3S,3aR,4R,5aR,6S,7S,9aR,9bR)-3-[(E,2S)-2,6-dihydroxy-6-methylhept-4-en-2-yl]-6,9a,9b-trimethyl-7-prop-1-en-2-yl-4-[(2S,3R,4S,5S)-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/C35H58O9/c1-20(2)21-10-16-33(6)25(32(21,5)15-12-26(37)38)18-24(44-30-29(40)28(39)23(36)19-43-30)27-22(11-17-34(27,33)7)35(8,42)14-9-13-31(3,4)41/h9,13,21-25,27-30,36,39-42H,1,10-12,14-19H2,2-8H3,(H,37,38)/b13-9+/t21-,22-,23-,24+,25+,27-,28-,29+,30-,32-,33+,34+,35-/m0/s1
InChI Key SODWWCZKQRRZTG-UHTKQHGJSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C35H58O9
Molecular Weight 622.80 g/mol
Exact Mass 622.40808342 g/mol
Topological Polar Surface Area (TPSA) 157.00 Ų
XlogP 4.10
Atomic LogP (AlogP) 4.19
H-Bond Acceptor 8
H-Bond Donor 6
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[(3S,3aR,4R,5aR,6S,7S,9aR,9bR)-3-[(E,2S)-2,6-dihydroxy-6-methylhept-4-en-2-yl]-6,9a,9b-trimethyl-7-prop-1-en-2-yl-4-[(2S,3R,4S,5S)-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 - 0.8171 81.71%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.7991 79.91%
OATP2B1 inhibitior - 0.7145 71.45%
OATP1B1 inhibitior + 0.8332 83.32%
OATP1B3 inhibitior + 0.8467 84.67%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7818 78.18%
BSEP inhibitior + 0.9289 92.89%
P-glycoprotein inhibitior + 0.6661 66.61%
P-glycoprotein substrate + 0.5863 58.63%
CYP3A4 substrate + 0.7220 72.20%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8822 88.22%
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 + 0.6923 69.23%
CYP inhibitory promiscuity - 0.9111 91.11%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7225 72.25%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.9217 92.17%
Skin irritation + 0.5495 54.95%
Skin corrosion - 0.9409 94.09%
Ames mutagenesis - 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7474 74.74%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.6375 63.75%
skin sensitisation - 0.8713 87.13%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity - 0.7631 76.31%
Acute Oral Toxicity (c) III 0.4191 41.91%
Estrogen receptor binding + 0.6769 67.69%
Androgen receptor binding + 0.6984 69.84%
Thyroid receptor binding - 0.5257 52.57%
Glucocorticoid receptor binding + 0.6739 67.39%
Aromatase binding + 0.6942 69.42%
PPAR gamma + 0.6843 68.43%
Honey bee toxicity - 0.6714 67.14%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6100 61.00%
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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.59% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.44% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.36% 97.25%
CHEMBL2581 P07339 Cathepsin D 92.69% 98.95%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 89.09% 96.77%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 88.79% 94.62%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.88% 86.33%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 87.55% 97.33%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.32% 91.07%
CHEMBL5028 O14672 ADAM10 86.27% 97.50%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 85.74% 93.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.63% 97.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.00% 92.94%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 83.29% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 83.27% 91.19%
CHEMBL211 P08172 Muscarinic acetylcholine receptor M2 81.70% 94.97%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 81.48% 85.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.29% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.67% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.65% 94.45%
CHEMBL335 P18031 Protein-tyrosine phosphatase 1B 80.52% 95.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.11% 95.56%

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.
Cyclocarya paliurus

Cross-Links

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PubChem 10531958
LOTUS LTS0153312
wikiData Q105256879