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3-[(3S,6S,9S,9aR,9bR)-9-hydroxy-3-[(2R,5R)-3-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 eb24541f-7f61-4893-aadc-80730c0be8fc
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name 3-[(3S,6S,9S,9aR,9bR)-9-hydroxy-3-[(2R,5R)-3-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)
SMILES (Isomeric)
InChI InChI=1S/C30H50O6/c1-17(2)20-15-22(31)29(7)21(27(20,5)13-12-25(33)34)10-9-18-19(11-14-28(18,29)6)30(8)23(32)16-24(36-30)26(3,4)35/h18-24,31-32,35H,1,9-16H2,2-8H3,(H,33,34)/t18?,19-,20?,21?,22-,23?,24+,27-,28+,29-,30+/m0/s1
InChI Key ZOTAOAWVFKLANN-MRCCKXMCSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C30H50O6
Molecular Weight 506.70 g/mol
Exact Mass 506.36073931 g/mol
Topological Polar Surface Area (TPSA) 107.00 Ų
XlogP 5.00
Atomic LogP (AlogP) 4.94
H-Bond Acceptor 5
H-Bond Donor 4
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3-[(3S,6S,9S,9aR,9bR)-9-hydroxy-3-[(2R,5R)-3-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 + 0.9905 99.05%
Caco-2 - 0.7285 72.85%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.7101 71.01%
OATP2B1 inhibitior - 0.5652 56.52%
OATP1B1 inhibitior + 0.8454 84.54%
OATP1B3 inhibitior - 0.2362 23.62%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.6930 69.30%
P-glycoprotein inhibitior - 0.5407 54.07%
P-glycoprotein substrate - 0.5255 52.55%
CYP3A4 substrate + 0.7188 71.88%
CYP2C9 substrate - 0.8105 81.05%
CYP2D6 substrate - 0.8632 86.32%
CYP3A4 inhibition - 0.5436 54.36%
CYP2C9 inhibition - 0.7993 79.93%
CYP2C19 inhibition - 0.7157 71.57%
CYP2D6 inhibition - 0.9484 94.84%
CYP1A2 inhibition - 0.8326 83.26%
CYP2C8 inhibition + 0.6353 63.53%
CYP inhibitory promiscuity - 0.8282 82.82%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5488 54.88%
Eye corrosion - 0.9918 99.18%
Eye irritation - 0.9218 92.18%
Skin irritation + 0.6133 61.33%
Skin corrosion - 0.9271 92.71%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3840 38.40%
Micronuclear - 0.8500 85.00%
Hepatotoxicity - 0.5334 53.34%
skin sensitisation - 0.8018 80.18%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity - 0.7640 76.40%
Acute Oral Toxicity (c) I 0.8189 81.89%
Estrogen receptor binding + 0.6316 63.16%
Androgen receptor binding + 0.7289 72.89%
Thyroid receptor binding + 0.5736 57.36%
Glucocorticoid receptor binding + 0.7362 73.62%
Aromatase binding + 0.7165 71.65%
PPAR gamma + 0.5852 58.52%
Honey bee toxicity - 0.7706 77.06%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6500 65.00%
Fish aquatic toxicity + 0.9964 99.64%

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
CHEMBL4040 P28482 MAP kinase ERK2 99.63% 83.82%
CHEMBL218 P21554 Cannabinoid CB1 receptor 97.20% 96.61%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.81% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.04% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.06% 96.09%
CHEMBL5285 Q99683 Mitogen-activated protein kinase kinase kinase 5 92.13% 92.26%
CHEMBL340 P08684 Cytochrome P450 3A4 91.37% 91.19%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 88.26% 89.34%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 87.55% 96.95%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 86.25% 97.86%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 86.19% 93.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.09% 97.09%
CHEMBL2581 P07339 Cathepsin D 85.98% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.83% 100.00%
CHEMBL5028 O14672 ADAM10 85.11% 97.50%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.92% 96.77%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 83.79% 93.04%
CHEMBL206 P03372 Estrogen receptor alpha 83.78% 97.64%
CHEMBL3232685 O00257 E3 SUMO-protein ligase CBX4 83.09% 93.00%
CHEMBL4330 Q9NS75 Cysteinyl leukotriene receptor 2 82.40% 98.00%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.32% 95.50%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 81.68% 90.93%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 81.58% 96.90%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.64% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.34% 89.00%

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.
Cabralea canjerana

Cross-Links

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PubChem 162820390
LOTUS LTS0080206
wikiData Q105380703