PlantaeDB Logo
Login Sign-up

3-[(3S,3aR,5aR,6S,7S,9S,9aR,9bR)-9-hydroxy-3-[(2S,5S)-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

Top
Internal ID dccd05be-bdab-4245-8a53-e0198bd4ab78
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name 3-[(3S,3aR,5aR,6S,7S,9S,9aR,9bR)-9-hydroxy-3-[(2S,5S)-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)C1CC(C2(C(C1(C)CCC(=O)O)CCC3C2(CCC3C4(CCC(O4)C(C)(C)O)C)C)C)O
SMILES (Isomeric) CC(=C)[C@@H]1C[C@@H]([C@@]2([C@@H]([C@@]1(C)CCC(=O)O)CC[C@H]3[C@]2(CC[C@@H]3[C@@]4(CC[C@H](O4)C(C)(C)O)C)C)C)O
InChI InChI=1S/C30H50O5/c1-18(2)21-17-23(31)30(8)22(27(21,5)14-13-25(32)33)10-9-19-20(11-15-28(19,30)6)29(7)16-12-24(35-29)26(3,4)34/h19-24,31,34H,1,9-17H2,2-8H3,(H,32,33)/t19-,20+,21+,22-,23+,24+,27+,28-,29+,30+/m1/s1
InChI Key XPSITCZZNYQRQF-MOXMJWMASA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C30H50O5
Molecular Weight 490.70 g/mol
Exact Mass 490.36582469 g/mol
Topological Polar Surface Area (TPSA) 87.00 Ų
XlogP 6.00
Atomic LogP (AlogP) 5.97
H-Bond Acceptor 4
H-Bond Donor 3
Rotatable Bonds 6

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of 3-[(3S,3aR,5aR,6S,7S,9S,9aR,9bR)-9-hydroxy-3-[(2S,5S)-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

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9908 99.08%
Caco-2 - 0.6795 67.95%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.5143 51.43%
Subcellular localzation Mitochondria 0.7529 75.29%
OATP2B1 inhibitior - 0.5661 56.61%
OATP1B1 inhibitior + 0.8687 86.87%
OATP1B3 inhibitior - 0.2130 21.30%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.6725 67.25%
P-glycoprotein inhibitior - 0.5556 55.56%
P-glycoprotein substrate - 0.5101 51.01%
CYP3A4 substrate + 0.7332 73.32%
CYP2C9 substrate - 0.8127 81.27%
CYP2D6 substrate - 0.8598 85.98%
CYP3A4 inhibition + 0.5747 57.47%
CYP2C9 inhibition - 0.8341 83.41%
CYP2C19 inhibition - 0.7446 74.46%
CYP2D6 inhibition - 0.9343 93.43%
CYP1A2 inhibition - 0.8548 85.48%
CYP2C8 inhibition + 0.5659 56.59%
CYP inhibitory promiscuity - 0.7777 77.77%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5947 59.47%
Eye corrosion - 0.9923 99.23%
Eye irritation - 0.9279 92.79%
Skin irritation + 0.5908 59.08%
Skin corrosion - 0.9311 93.11%
Ames mutagenesis - 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4495 44.95%
Micronuclear - 0.8400 84.00%
Hepatotoxicity - 0.5334 53.34%
skin sensitisation - 0.7739 77.39%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity - 0.8406 84.06%
Acute Oral Toxicity (c) I 0.4613 46.13%
Estrogen receptor binding + 0.6693 66.93%
Androgen receptor binding + 0.7420 74.20%
Thyroid receptor binding + 0.5828 58.28%
Glucocorticoid receptor binding + 0.7822 78.22%
Aromatase binding + 0.7226 72.26%
PPAR gamma + 0.5743 57.43%
Honey bee toxicity - 0.7538 75.38%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6674 66.74%
Fish aquatic toxicity + 0.9969 99.69%

Targets

Top

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 99.62% 83.82%
CHEMBL218 P21554 Cannabinoid CB1 receptor 95.19% 96.61%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.92% 97.25%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 93.68% 96.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.17% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.30% 91.11%
CHEMBL340 P08684 Cytochrome P450 3A4 88.31% 91.19%
CHEMBL4618 P09960 Leukotriene A4 hydrolase 88.29% 97.86%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 88.00% 89.05%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.58% 94.45%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 87.54% 96.77%
CHEMBL2581 P07339 Cathepsin D 86.68% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.52% 85.14%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.59% 95.50%
CHEMBL5028 O14672 ADAM10 84.52% 97.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.52% 100.00%
CHEMBL5285 Q99683 Mitogen-activated protein kinase kinase kinase 5 84.26% 92.26%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 84.22% 93.04%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.12% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.52% 89.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.94% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.50% 86.33%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 82.47% 89.34%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.80% 93.00%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 80.85% 90.93%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.14% 96.90%

Plants that contains it

Top
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.
Dysoxylum densiflorum

Cross-Links

Top
PubChem 163011412
LOTUS LTS0184071
wikiData Q105338975