17-(6-hydroperoxy-2-hydroxy-6-methylhept-4-en-2-yl)-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-1,3,12-triol

Details

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Internal ID e3e33ae9-bd24-44cb-a809-a67b4e290d07
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name 17-(6-hydroperoxy-2-hydroxy-6-methylhept-4-en-2-yl)-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-1,3,12-triol
SMILES (Canonical) CC1(C2CCC3(C(C2(C(CC1O)O)C)CC(C4C3(CCC4C(C)(CC=CC(C)(C)OO)O)C)O)C)C
SMILES (Isomeric) CC1(C2CCC3(C(C2(C(CC1O)O)C)CC(C4C3(CCC4C(C)(CC=CC(C)(C)OO)O)C)O)C)C
InChI InChI=1S/C30H52O6/c1-25(2,36-35)12-9-13-29(7,34)18-10-14-28(6)24(18)19(31)16-21-27(28,5)15-11-20-26(3,4)22(32)17-23(33)30(20,21)8/h9,12,18-24,31-35H,10-11,13-17H2,1-8H3
InChI Key PXTMVQBFYBHORD-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H52O6
Molecular Weight 508.70 g/mol
Exact Mass 508.37638937 g/mol
Topological Polar Surface Area (TPSA) 110.00 Ų
XlogP 4.60
Atomic LogP (AlogP) 4.94
H-Bond Acceptor 6
H-Bond Donor 5
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 17-(6-hydroperoxy-2-hydroxy-6-methylhept-4-en-2-yl)-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-1,3,12-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9763 97.63%
Caco-2 - 0.7023 70.23%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.4913 49.13%
OATP2B1 inhibitior - 0.7181 71.81%
OATP1B1 inhibitior + 0.8072 80.72%
OATP1B3 inhibitior + 0.8988 89.88%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.6646 66.46%
P-glycoprotein inhibitior - 0.4649 46.49%
P-glycoprotein substrate - 0.6848 68.48%
CYP3A4 substrate + 0.6766 67.66%
CYP2C9 substrate - 0.7713 77.13%
CYP2D6 substrate - 0.7688 76.88%
CYP3A4 inhibition - 0.7336 73.36%
CYP2C9 inhibition - 0.7975 79.75%
CYP2C19 inhibition - 0.7429 74.29%
CYP2D6 inhibition - 0.9484 94.84%
CYP1A2 inhibition - 0.7988 79.88%
CYP2C8 inhibition + 0.5406 54.06%
CYP inhibitory promiscuity - 0.7022 70.22%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.8100 81.00%
Carcinogenicity (trinary) Non-required 0.6692 66.92%
Eye corrosion - 0.9831 98.31%
Eye irritation - 0.9281 92.81%
Skin irritation - 0.5223 52.23%
Skin corrosion - 0.8790 87.90%
Ames mutagenesis - 0.5500 55.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7019 70.19%
Micronuclear - 0.9300 93.00%
Hepatotoxicity - 0.5675 56.75%
skin sensitisation - 0.7546 75.46%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.9375 93.75%
Nephrotoxicity - 0.6833 68.33%
Acute Oral Toxicity (c) I 0.4462 44.62%
Estrogen receptor binding + 0.7580 75.80%
Androgen receptor binding + 0.7033 70.33%
Thyroid receptor binding + 0.6420 64.20%
Glucocorticoid receptor binding + 0.7105 71.05%
Aromatase binding + 0.7572 75.72%
PPAR gamma + 0.6030 60.30%
Honey bee toxicity - 0.5617 56.17%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.7100 71.00%
Fish aquatic toxicity + 0.9876 98.76%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.84% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.21% 96.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 93.82% 82.69%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.74% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.94% 97.09%
CHEMBL2996 Q05655 Protein kinase C delta 90.49% 97.79%
CHEMBL241 Q14432 Phosphodiesterase 3A 89.19% 92.94%
CHEMBL1937 Q92769 Histone deacetylase 2 88.82% 94.75%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.11% 95.89%
CHEMBL226 P30542 Adenosine A1 receptor 87.23% 95.93%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.36% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.20% 94.45%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 85.09% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.35% 100.00%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 81.63% 90.24%
CHEMBL1293267 Q9HC97 G-protein coupled receptor 35 81.44% 89.34%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.07% 91.07%

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.
Proboscidea louisianica

Cross-Links

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PubChem 162892846
LOTUS LTS0191838
wikiData Q105216371