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3-[(3S,3aR,5aS,6S,7S,9aR,9bR)-3-[(2S,5S)-5-hydroxy-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-6,9a,9b-trimethyl-7-prop-1-en-2-yl-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 7b3045bc-8ac3-4e8a-8789-12719ed8082a
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name 3-[(3S,3aR,5aS,6S,7S,9aR,9bR)-3-[(2S,5S)-5-hydroxy-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-6,9a,9b-trimethyl-7-prop-1-en-2-yl-1,2,3,3a,4,5,5a,7,8,9-decahydrocyclopenta[a]naphthalen-6-yl]propanoic acid
SMILES (Canonical) CC(=C)C1CCC2(C(C1(C)CCC(=O)O)CCC3C2(CCC3C4(CCC(O4)(C(C)(C)O)O)C)C)C
SMILES (Isomeric) CC(=C)[C@@H]1CC[C@@]2([C@H]([C@@]1(C)CCC(=O)O)CC[C@H]3[C@]2(CC[C@@H]3[C@@]4(CC[C@](O4)(C(C)(C)O)O)C)C)C
InChI InChI=1S/C30H50O5/c1-19(2)20-11-16-28(7)23(26(20,5)14-13-24(31)32)10-9-21-22(12-15-27(21,28)6)29(8)17-18-30(34,35-29)25(3,4)33/h20-23,33-34H,1,9-18H2,2-8H3,(H,31,32)/t20-,21+,22-,23-,26-,27+,28+,29-,30-/m0/s1
InChI Key UTPZDJKEZVYWGA-RQDYKZDOSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C30H50O5
Molecular Weight 490.70 g/mol
Exact Mass 490.36582469 g/mol
Topological Polar Surface Area (TPSA) 87.00 Ų
XlogP 6.50
Atomic LogP (AlogP) 6.32
H-Bond Acceptor 4
H-Bond Donor 3
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[(3S,3aR,5aS,6S,7S,9aR,9bR)-3-[(2S,5S)-5-hydroxy-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-6,9a,9b-trimethyl-7-prop-1-en-2-yl-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 + 0.9842 98.42%
Caco-2 - 0.6552 65.52%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.7629 76.29%
OATP2B1 inhibitior - 0.5700 57.00%
OATP1B1 inhibitior + 0.8711 87.11%
OATP1B3 inhibitior + 0.8217 82.17%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.8265 82.65%
P-glycoprotein inhibitior - 0.5221 52.21%
P-glycoprotein substrate - 0.5696 56.96%
CYP3A4 substrate + 0.7014 70.14%
CYP2C9 substrate - 0.6029 60.29%
CYP2D6 substrate - 0.8781 87.81%
CYP3A4 inhibition + 0.5262 52.62%
CYP2C9 inhibition - 0.8166 81.66%
CYP2C19 inhibition - 0.7136 71.36%
CYP2D6 inhibition - 0.9330 93.30%
CYP1A2 inhibition - 0.8479 84.79%
CYP2C8 inhibition + 0.5239 52.39%
CYP inhibitory promiscuity - 0.8577 85.77%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6137 61.37%
Eye corrosion - 0.9915 99.15%
Eye irritation - 0.9294 92.94%
Skin irritation + 0.5836 58.36%
Skin corrosion - 0.9273 92.73%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4022 40.22%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.5631 56.31%
skin sensitisation - 0.7792 77.92%
Respiratory toxicity + 0.7333 73.33%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity - 0.6980 69.80%
Acute Oral Toxicity (c) I 0.4605 46.05%
Estrogen receptor binding + 0.6760 67.60%
Androgen receptor binding + 0.7363 73.63%
Thyroid receptor binding + 0.5855 58.55%
Glucocorticoid receptor binding + 0.7970 79.70%
Aromatase binding + 0.7363 73.63%
PPAR gamma + 0.6030 60.30%
Honey bee toxicity - 0.7845 78.45%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6500 65.00%
Fish aquatic toxicity + 0.9972 99.72%

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 98.77% 97.25%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.85% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.96% 96.09%
CHEMBL4040 P28482 MAP kinase ERK2 93.93% 83.82%
CHEMBL218 P21554 Cannabinoid CB1 receptor 92.84% 96.61%
CHEMBL2581 P07339 Cathepsin D 90.81% 98.95%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 88.91% 96.95%
CHEMBL233 P35372 Mu opioid receptor 85.76% 97.93%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.18% 100.00%
CHEMBL5285 Q99683 Mitogen-activated protein kinase kinase kinase 5 83.85% 92.26%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.72% 86.33%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 82.65% 100.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.88% 93.04%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.31% 100.00%
CHEMBL340 P08684 Cytochrome P450 3A4 80.88% 91.19%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.80% 97.09%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.58% 97.14%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.47% 95.50%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.47% 93.00%

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.
Aglaia tomentosa

Cross-Links

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PubChem 163193455
LOTUS LTS0261885
wikiData Q105278986