(2alpha,3beta,6beta)-2,3,6-Trihydroxyurs-12-en-28-oic acid

Details

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Internal ID 922e2204-12ca-427f-8e59-8d3383501157
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (1S,2R,4aS,6aR,6aS,6bR,8R,8aR,10R,11R,12aR,14bS)-8,10,11-trihydroxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid
SMILES (Canonical) CC1CCC2(CCC3(C(=CCC4C3(CC(C5C4(CC(C(C5(C)C)O)O)C)O)C)C2C1C)C)C(=O)O
SMILES (Isomeric) C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(C[C@H]([C@@H]5[C@@]4(C[C@H]([C@@H](C5(C)C)O)O)C)O)C)[C@@H]2[C@H]1C)C)C(=O)O
InChI InChI=1S/C30H48O5/c1-16-10-11-30(25(34)35)13-12-28(6)18(22(30)17(16)2)8-9-21-27(5)14-20(32)24(33)26(3,4)23(27)19(31)15-29(21,28)7/h8,16-17,19-24,31-33H,9-15H2,1-7H3,(H,34,35)/t16-,17+,19-,20-,21-,22+,23+,24+,27-,28-,29-,30+/m1/s1
InChI Key WRACWYWAPQQRKC-QZSWZRGBSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H48O5
Molecular Weight 488.70 g/mol
Exact Mass 488.35017463 g/mol
Topological Polar Surface Area (TPSA) 98.00 Ų
XlogP 5.00
Atomic LogP (AlogP) 5.03
H-Bond Acceptor 4
H-Bond Donor 4
Rotatable Bonds 1

Synonyms

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SCHEMBL5797165
DTXSID901239471
(2alpha,3beta,6beta)-2,3,6-Trihydroxyurs-12-en-28-oic acid

2D Structure

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2D Structure of (2alpha,3beta,6beta)-2,3,6-Trihydroxyurs-12-en-28-oic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9894 98.94%
Caco-2 - 0.5534 55.34%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability + 0.5714 57.14%
Subcellular localzation Mitochondria 0.8653 86.53%
OATP2B1 inhibitior - 0.5725 57.25%
OATP1B1 inhibitior + 0.9305 93.05%
OATP1B3 inhibitior + 0.7905 79.05%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5821 58.21%
BSEP inhibitior + 0.6138 61.38%
P-glycoprotein inhibitior - 0.8323 83.23%
P-glycoprotein substrate - 0.6695 66.95%
CYP3A4 substrate + 0.6594 65.94%
CYP2C9 substrate - 0.8262 82.62%
CYP2D6 substrate - 0.8539 85.39%
CYP3A4 inhibition - 0.8734 87.34%
CYP2C9 inhibition - 0.8938 89.38%
CYP2C19 inhibition - 0.8826 88.26%
CYP2D6 inhibition - 0.9476 94.76%
CYP1A2 inhibition - 0.8863 88.63%
CYP2C8 inhibition + 0.5122 51.22%
CYP inhibitory promiscuity - 0.9647 96.47%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6835 68.35%
Eye corrosion - 0.9937 99.37%
Eye irritation - 0.9382 93.82%
Skin irritation + 0.6217 62.17%
Skin corrosion - 0.9496 94.96%
Ames mutagenesis - 0.9000 90.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5672 56.72%
Micronuclear - 0.8300 83.00%
Hepatotoxicity - 0.5875 58.75%
skin sensitisation - 0.5849 58.49%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity - 0.7314 73.14%
Acute Oral Toxicity (c) III 0.6470 64.70%
Estrogen receptor binding + 0.6898 68.98%
Androgen receptor binding + 0.7416 74.16%
Thyroid receptor binding + 0.5908 59.08%
Glucocorticoid receptor binding + 0.7372 73.72%
Aromatase binding + 0.6407 64.07%
PPAR gamma - 0.5247 52.47%
Honey bee toxicity - 0.8250 82.50%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9956 99.56%

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
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.84% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.13% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.53% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 89.06% 90.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.10% 97.09%
CHEMBL2581 P07339 Cathepsin D 85.50% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.73% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.96% 94.45%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.43% 82.69%
CHEMBL340 P08684 Cytochrome P450 3A4 81.79% 91.19%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 81.62% 93.00%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 80.01% 93.03%

Cross-Links

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PubChem 69569689
NPASS NPC278032