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3-[(3S,3aR,5aR,6S,7S,9aR,9bR)-3-[(2S,5S)-2-hydroxy-6-methyl-5-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyhept-6-en-2-yl]-6,9a,9b-trimethyl-7-prop-1-en-2-yl-1,2,3,3a,5a,7,8,9-octahydrocyclopenta[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 95b19fc2-2f73-49cc-9fa9-ed44ff204797
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids
IUPAC Name 3-[(3S,3aR,5aR,6S,7S,9aR,9bR)-3-[(2S,5S)-2-hydroxy-6-methyl-5-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyhept-6-en-2-yl]-6,9a,9b-trimethyl-7-prop-1-en-2-yl-1,2,3,3a,5a,7,8,9-octahydrocyclopenta[a]naphthalen-6-yl]propanoic acid
SMILES (Canonical) CC(=C)C1CCC2(C(C1(C)CCC(=O)O)C=CC3C2(CCC3C(C)(CCC(C(=C)C)OC4C(C(C(CO4)O)O)O)O)C)C
SMILES (Isomeric) CC(=C)[C@@H]1CC[C@@]2([C@@H]([C@@]1(C)CCC(=O)O)C=C[C@H]3[C@]2(CC[C@@H]3[C@](C)(CC[C@@H](C(=C)C)O[C@H]4[C@@H]([C@H]([C@H](CO4)O)O)O)O)C)C
InChI InChI=1S/C35H56O8/c1-20(2)22-11-17-34(7)27(32(22,5)15-14-28(37)38)10-9-23-24(12-16-33(23,34)6)35(8,41)18-13-26(21(3)4)43-31-30(40)29(39)25(36)19-42-31/h9-10,22-27,29-31,36,39-41H,1,3,11-19H2,2,4-8H3,(H,37,38)/t22-,23+,24-,25-,26-,27+,29-,30+,31-,32-,33+,34+,35-/m0/s1
InChI Key GZBFVWFZMJMQQN-VHMNRUQPSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C35H56O8
Molecular Weight 604.80 g/mol
Exact Mass 604.39751874 g/mol
Topological Polar Surface Area (TPSA) 137.00 Ų
XlogP 5.50
Atomic LogP (AlogP) 5.00
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-[(3S,3aR,5aR,6S,7S,9aR,9bR)-3-[(2S,5S)-2-hydroxy-6-methyl-5-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyhept-6-en-2-yl]-6,9a,9b-trimethyl-7-prop-1-en-2-yl-1,2,3,3a,5a,7,8,9-octahydrocyclopenta[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 + 0.8556 85.56%
Caco-2 - 0.8277 82.77%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.7458 74.58%
OATP2B1 inhibitior - 0.5755 57.55%
OATP1B1 inhibitior + 0.8436 84.36%
OATP1B3 inhibitior + 0.9015 90.15%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8068 80.68%
BSEP inhibitior + 0.6488 64.88%
P-glycoprotein inhibitior + 0.7014 70.14%
P-glycoprotein substrate + 0.6567 65.67%
CYP3A4 substrate + 0.7149 71.49%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8822 88.22%
CYP3A4 inhibition - 0.8728 87.28%
CYP2C9 inhibition - 0.8521 85.21%
CYP2C19 inhibition - 0.8449 84.49%
CYP2D6 inhibition - 0.9426 94.26%
CYP1A2 inhibition - 0.8109 81.09%
CYP2C8 inhibition + 0.6628 66.28%
CYP inhibitory promiscuity - 0.9241 92.41%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.7238 72.38%
Eye corrosion - 0.9914 99.14%
Eye irritation - 0.9268 92.68%
Skin irritation + 0.6190 61.90%
Skin corrosion - 0.9422 94.22%
Ames mutagenesis - 0.5200 52.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6846 68.46%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.5407 54.07%
skin sensitisation - 0.8996 89.96%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.8556 85.56%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity - 0.8325 83.25%
Acute Oral Toxicity (c) I 0.5067 50.67%
Estrogen receptor binding + 0.6614 66.14%
Androgen receptor binding + 0.7058 70.58%
Thyroid receptor binding - 0.5360 53.60%
Glucocorticoid receptor binding + 0.6662 66.62%
Aromatase binding + 0.6746 67.46%
PPAR gamma + 0.6556 65.56%
Honey bee toxicity - 0.6212 62.12%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9850 98.50%

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 98.99% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.65% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 98.33% 97.25%
CHEMBL2581 P07339 Cathepsin D 96.64% 98.95%
CHEMBL5285 Q99683 Mitogen-activated protein kinase kinase kinase 5 91.53% 92.26%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.24% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.03% 97.09%
CHEMBL4227 P25090 Lipoxin A4 receptor 89.09% 100.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 87.31% 96.61%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 87.28% 96.77%
CHEMBL5028 O14672 ADAM10 85.99% 97.50%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.69% 91.07%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 85.31% 89.05%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 84.80% 92.78%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.26% 95.89%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.87% 89.00%
CHEMBL4040 P28482 MAP kinase ERK2 80.74% 83.82%
CHEMBL5255 O00206 Toll-like receptor 4 80.55% 92.50%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 80.17% 95.00%

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 162960264
LOTUS LTS0276429
wikiData Q105024319