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6-[7,12-dihydroxy-4-(hydroxymethyl)-4,10,13,14-tetramethyl-3,11-dioxo-2,5,6,7,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methylhept-2-enoic 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 a269ff8b-4ea7-40b1-bf61-002fb4505f27
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name 6-[7,12-dihydroxy-4-(hydroxymethyl)-4,10,13,14-tetramethyl-3,11-dioxo-2,5,6,7,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methylhept-2-enoic acid
SMILES (Canonical) CC(CCC=C(C)C(=O)O)C1CCC2(C1(C(C(=O)C3=C2C(CC4C3(CCC(=O)C4(C)CO)C)O)O)C)C
SMILES (Isomeric) CC(CCC=C(C)C(=O)O)C1CCC2(C1(C(C(=O)C3=C2C(CC4C3(CCC(=O)C4(C)CO)C)O)O)C)C
InChI InChI=1S/C30H44O7/c1-16(8-7-9-17(2)26(36)37)18-10-13-29(5)22-19(32)14-20-27(3,12-11-21(33)28(20,4)15-31)23(22)24(34)25(35)30(18,29)6/h9,16,18-20,25,31-32,35H,7-8,10-15H2,1-6H3,(H,36,37)
InChI Key KZSJJLYAVJDVEZ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H44O7
Molecular Weight 516.70 g/mol
Exact Mass 516.30870374 g/mol
Topological Polar Surface Area (TPSA) 132.00 Ų
XlogP 3.80
Atomic LogP (AlogP) 3.85
H-Bond Acceptor 6
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 6-[7,12-dihydroxy-4-(hydroxymethyl)-4,10,13,14-tetramethyl-3,11-dioxo-2,5,6,7,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methylhept-2-enoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9836 98.36%
Caco-2 - 0.6295 62.95%
Blood Brain Barrier + 0.9054 90.54%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.8406 84.06%
OATP2B1 inhibitior - 0.7136 71.36%
OATP1B1 inhibitior + 0.8409 84.09%
OATP1B3 inhibitior + 0.9417 94.17%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior + 0.6463 64.63%
BSEP inhibitior + 0.8930 89.30%
P-glycoprotein inhibitior - 0.4702 47.02%
P-glycoprotein substrate - 0.5438 54.38%
CYP3A4 substrate + 0.6716 67.16%
CYP2C9 substrate - 0.7976 79.76%
CYP2D6 substrate - 0.9057 90.57%
CYP3A4 inhibition - 0.7755 77.55%
CYP2C9 inhibition - 0.9466 94.66%
CYP2C19 inhibition - 0.9591 95.91%
CYP2D6 inhibition - 0.9530 95.30%
CYP1A2 inhibition - 0.9041 90.41%
CYP2C8 inhibition + 0.4858 48.58%
CYP inhibitory promiscuity - 0.9389 93.89%
UGT catelyzed - 0.5638 56.38%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5921 59.21%
Eye corrosion - 0.9937 99.37%
Eye irritation - 0.9357 93.57%
Skin irritation + 0.8328 83.28%
Skin corrosion - 0.9542 95.42%
Ames mutagenesis - 0.6954 69.54%
Human Ether-a-go-go-Related Gene inhibition - 0.4366 43.66%
Micronuclear - 0.8000 80.00%
Hepatotoxicity - 0.6796 67.96%
skin sensitisation - 0.9402 94.02%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 1.0000 100.00%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity - 0.8379 83.79%
Acute Oral Toxicity (c) III 0.8058 80.58%
Estrogen receptor binding + 0.7152 71.52%
Androgen receptor binding + 0.7661 76.61%
Thyroid receptor binding + 0.6033 60.33%
Glucocorticoid receptor binding + 0.8306 83.06%
Aromatase binding + 0.8205 82.05%
PPAR gamma + 0.5322 53.22%
Honey bee toxicity - 0.8213 82.13%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9874 98.74%

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
CHEMBL2581 P07339 Cathepsin D 95.98% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.68% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.49% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.58% 97.09%
CHEMBL284 P27487 Dipeptidyl peptidase IV 91.30% 95.69%
CHEMBL340 P08684 Cytochrome P450 3A4 91.16% 91.19%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.55% 94.45%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 90.12% 93.04%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.01% 95.56%
CHEMBL1937 Q92769 Histone deacetylase 2 89.85% 94.75%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 89.50% 93.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.06% 96.09%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 88.30% 90.71%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.77% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.23% 99.23%
CHEMBL4394 Q9NYA1 Sphingosine kinase 1 84.59% 96.03%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.37% 89.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.85% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.49% 93.56%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 82.18% 92.78%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.82% 82.69%
CHEMBL237 P41145 Kappa opioid receptor 81.65% 98.10%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 81.58% 98.33%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.57% 95.50%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 80.77% 97.50%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 80.14% 96.38%

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.
Piper nigrum

Cross-Links

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PubChem 163064728
LOTUS LTS0216899
wikiData Q105015410