8,19-Dihydroxy-3,7,11,16,20,20-hexamethyl-22-oxopentacyclo[13.8.0.03,12.06,11.016,21]tricos-1(23)-ene-7-carboxylic acid

Details

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Internal ID 789643cc-f402-4521-94e6-ed7f26dee710
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name 8,19-dihydroxy-3,7,11,16,20,20-hexamethyl-22-oxopentacyclo[13.8.0.03,12.06,11.016,21]tricos-1(23)-ene-7-carboxylic acid
SMILES (Canonical) CC1(C(CCC2(C1C(=O)C=C3C2CCC4C(C3)(CCC5C4(CCC(C5(C)C(=O)O)O)C)C)C)O)C
SMILES (Isomeric) CC1(C(CCC2(C1C(=O)C=C3C2CCC4C(C3)(CCC5C4(CCC(C5(C)C(=O)O)O)C)C)C)O)C
InChI InChI=1S/C30H46O5/c1-26(2)22(32)10-13-28(4)18-7-8-20-27(3,16-17(18)15-19(31)24(26)28)12-9-21-29(20,5)14-11-23(33)30(21,6)25(34)35/h15,18,20-24,32-33H,7-14,16H2,1-6H3,(H,34,35)
InChI Key PZUQEBIOBVCCSP-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H46O5
Molecular Weight 486.70 g/mol
Exact Mass 486.33452456 g/mol
Topological Polar Surface Area (TPSA) 94.80 Ų
XlogP 5.70
Atomic LogP (AlogP) 5.38
H-Bond Acceptor 4
H-Bond Donor 3
Rotatable Bonds 1

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 8,19-Dihydroxy-3,7,11,16,20,20-hexamethyl-22-oxopentacyclo[13.8.0.03,12.06,11.016,21]tricos-1(23)-ene-7-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9845 98.45%
Caco-2 - 0.5854 58.54%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.8124 81.24%
OATP2B1 inhibitior - 0.8575 85.75%
OATP1B1 inhibitior + 0.8717 87.17%
OATP1B3 inhibitior - 0.5452 54.52%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.5821 58.21%
BSEP inhibitior + 0.8955 89.55%
P-glycoprotein inhibitior - 0.5797 57.97%
P-glycoprotein substrate - 0.7070 70.70%
CYP3A4 substrate + 0.6611 66.11%
CYP2C9 substrate - 0.7735 77.35%
CYP2D6 substrate - 0.9031 90.31%
CYP3A4 inhibition - 0.8210 82.10%
CYP2C9 inhibition - 0.7773 77.73%
CYP2C19 inhibition - 0.8965 89.65%
CYP2D6 inhibition - 0.9530 95.30%
CYP1A2 inhibition - 0.8652 86.52%
CYP2C8 inhibition - 0.6815 68.15%
CYP inhibitory promiscuity - 0.9539 95.39%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6751 67.51%
Eye corrosion - 0.9924 99.24%
Eye irritation - 0.9303 93.03%
Skin irritation + 0.5738 57.38%
Skin corrosion - 0.9385 93.85%
Ames mutagenesis - 0.8354 83.54%
Human Ether-a-go-go-Related Gene inhibition + 0.6675 66.75%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.5676 56.76%
skin sensitisation - 0.6474 64.74%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity - 0.7109 71.09%
Acute Oral Toxicity (c) I 0.7019 70.19%
Estrogen receptor binding + 0.7557 75.57%
Androgen receptor binding + 0.6747 67.47%
Thyroid receptor binding + 0.6447 64.47%
Glucocorticoid receptor binding + 0.7882 78.82%
Aromatase binding + 0.6579 65.79%
PPAR gamma + 0.5465 54.65%
Honey bee toxicity - 0.8215 82.15%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9967 99.67%

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
CHEMBL221 P23219 Cyclooxygenase-1 95.98% 90.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.33% 96.09%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 85.99% 93.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.04% 95.89%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 84.43% 85.30%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 83.72% 96.38%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.68% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.96% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 82.38% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.52% 94.45%
CHEMBL2581 P07339 Cathepsin D 80.81% 98.95%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 80.35% 94.78%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.16% 100.00%

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.
Huperzia serrata

Cross-Links

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PubChem 72773416
LOTUS LTS0213157
wikiData Q105217145