Olean-12-en-28-oicacid, 2,3,16,23,24-pentahydroxy-, (2b,3b,16a)-

Details

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Internal ID 18c5c5b6-dc37-47aa-9f44-4227671e5a3f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (4aR,6aS,6aS,6bR,8aR,12aR,14bS)-5,10,11-trihydroxy-9,9-bis(hydroxymethyl)-2,2,6a,6b,12a-pentamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
SMILES (Canonical) CC1(CCC2(C(C1)C3=CCC4C(C3(CC2O)C)(CCC5C4(CC(C(C5(CO)CO)O)O)C)C)C(=O)O)C
SMILES (Isomeric) C[C@@]12CC[C@@H]3[C@@]([C@@H]1CC=C4[C@]2(CC([C@@]5([C@H]4CC(CC5)(C)C)C(=O)O)O)C)(CC(C(C3(CO)CO)O)O)C
InChI InChI=1S/C30H48O7/c1-25(2)10-11-30(24(36)37)18(12-25)17-6-7-20-26(3)13-19(33)23(35)29(15-31,16-32)21(26)8-9-27(20,4)28(17,5)14-22(30)34/h6,18-23,31-35H,7-16H2,1-5H3,(H,36,37)/t18-,19?,20-,21+,22?,23?,26+,27+,28+,30+/m0/s1
InChI Key APTNOIWSCDBIAS-WNHLEZPHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H48O7
Molecular Weight 520.70 g/mol
Exact Mass 520.34000387 g/mol
Topological Polar Surface Area (TPSA) 138.00 Ų
XlogP 4.00
Atomic LogP (AlogP) 3.12
H-Bond Acceptor 6
H-Bond Donor 6
Rotatable Bonds 3

Synonyms

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A878604
Olean-12-en-28-oicacid, 2,3,16,23,24-pentahydroxy-, (2b,3b,16a)-

2D Structure

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2D Structure of Olean-12-en-28-oicacid, 2,3,16,23,24-pentahydroxy-, (2b,3b,16a)-

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9530 95.30%
Caco-2 - 0.6465 64.65%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability + 0.5286 52.86%
Subcellular localzation Mitochondria 0.8586 85.86%
OATP2B1 inhibitior - 0.5751 57.51%
OATP1B1 inhibitior + 0.8997 89.97%
OATP1B3 inhibitior - 0.6218 62.18%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6407 64.07%
BSEP inhibitior + 0.7414 74.14%
P-glycoprotein inhibitior - 0.7372 73.72%
P-glycoprotein substrate - 0.7277 72.77%
CYP3A4 substrate + 0.6390 63.90%
CYP2C9 substrate - 0.8196 81.96%
CYP2D6 substrate - 0.8603 86.03%
CYP3A4 inhibition - 0.9419 94.19%
CYP2C9 inhibition - 0.8698 86.98%
CYP2C19 inhibition - 0.8929 89.29%
CYP2D6 inhibition - 0.9427 94.27%
CYP1A2 inhibition - 0.9161 91.61%
CYP2C8 inhibition - 0.6434 64.34%
CYP inhibitory promiscuity - 0.9653 96.53%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7005 70.05%
Eye corrosion - 0.9924 99.24%
Eye irritation - 0.9220 92.20%
Skin irritation - 0.5989 59.89%
Skin corrosion - 0.9581 95.81%
Ames mutagenesis - 0.7600 76.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4032 40.32%
Micronuclear - 0.9100 91.00%
Hepatotoxicity - 0.7710 77.10%
skin sensitisation - 0.8548 85.48%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.6125 61.25%
Nephrotoxicity - 0.6579 65.79%
Acute Oral Toxicity (c) III 0.7945 79.45%
Estrogen receptor binding + 0.7596 75.96%
Androgen receptor binding + 0.7352 73.52%
Thyroid receptor binding + 0.5687 56.87%
Glucocorticoid receptor binding + 0.6998 69.98%
Aromatase binding + 0.6807 68.07%
PPAR gamma + 0.5458 54.58%
Honey bee toxicity - 0.9047 90.47%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.7200 72.00%
Fish aquatic toxicity + 0.9822 98.22%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.69% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.41% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.74% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.24% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.11% 97.09%
CHEMBL221 P23219 Cyclooxygenase-1 88.01% 90.17%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.20% 100.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.62% 93.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 81.20% 97.25%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.03% 95.89%
CHEMBL5028 O14672 ADAM10 80.67% 97.50%

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.
Platycodon grandiflorus

Cross-Links

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PubChem 137795973
LOTUS LTS0018824
wikiData Q104398956