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(3S,4S,5S,10S,13R,14R,17R)-17-[(2R,5R)-5-hydroperoxy-6-methylhept-6-en-2-yl]-4,10,13,14-tetramethyl-1,2,3,4,5,6,7,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-ol

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 506e6892-5a03-4b10-b3ed-ccb9f39b11c5
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives > Hydroxy bile acids, alcohols and derivatives > Monohydroxy bile acids, alcohols and derivatives
IUPAC Name (3S,4S,5S,10S,13R,14R,17R)-17-[(2R,5R)-5-hydroperoxy-6-methylhept-6-en-2-yl]-4,10,13,14-tetramethyl-1,2,3,4,5,6,7,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-ol
SMILES (Canonical) CC1C2CCC3=C(C2(CCC1O)C)CCC4(C3(CCC4C(C)CCC(C(=C)C)OO)C)C
SMILES (Isomeric) C[C@H]1[C@@H]2CCC3=C([C@]2(CC[C@@H]1O)C)CC[C@]4([C@]3(CC[C@@H]4[C@H](C)CC[C@H](C(=C)C)OO)C)C
InChI InChI=1S/C29H48O3/c1-18(2)26(32-31)11-8-19(3)21-12-16-29(7)24-10-9-22-20(4)25(30)14-15-27(22,5)23(24)13-17-28(21,29)6/h19-22,25-26,30-31H,1,8-17H2,2-7H3/t19-,20+,21-,22+,25+,26-,27+,28-,29+/m1/s1
InChI Key DQRMMJNLXCQLBW-DISCLURWSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H48O3
Molecular Weight 444.70 g/mol
Exact Mass 444.36034539 g/mol
Topological Polar Surface Area (TPSA) 49.70 Ų
XlogP 7.40
Atomic LogP (AlogP) 7.56
H-Bond Acceptor 3
H-Bond Donor 2
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S,4S,5S,10S,13R,14R,17R)-17-[(2R,5R)-5-hydroperoxy-6-methylhept-6-en-2-yl]-4,10,13,14-tetramethyl-1,2,3,4,5,6,7,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-ol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9929 99.29%
Caco-2 + 0.4941 49.41%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.5043 50.43%
OATP2B1 inhibitior - 0.7122 71.22%
OATP1B1 inhibitior + 0.8235 82.35%
OATP1B3 inhibitior + 0.9334 93.34%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior - 0.6592 65.92%
P-glycoprotein inhibitior - 0.5575 55.75%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.6693 66.93%
CYP2C9 substrate - 0.6284 62.84%
CYP2D6 substrate - 0.7079 70.79%
CYP3A4 inhibition - 0.6026 60.26%
CYP2C9 inhibition - 0.8242 82.42%
CYP2C19 inhibition - 0.7323 73.23%
CYP2D6 inhibition - 0.9278 92.78%
CYP1A2 inhibition - 0.8582 85.82%
CYP2C8 inhibition + 0.4547 45.47%
CYP inhibitory promiscuity - 0.5508 55.08%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.8400 84.00%
Carcinogenicity (trinary) Non-required 0.5841 58.41%
Eye corrosion - 0.9872 98.72%
Eye irritation - 0.9187 91.87%
Skin irritation - 0.5186 51.86%
Skin corrosion - 0.9110 91.10%
Ames mutagenesis - 0.7078 70.78%
Human Ether-a-go-go-Related Gene inhibition - 0.5394 53.94%
Micronuclear - 0.8400 84.00%
Hepatotoxicity - 0.5519 55.19%
skin sensitisation - 0.7245 72.45%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.7658 76.58%
Acute Oral Toxicity (c) III 0.5579 55.79%
Estrogen receptor binding + 0.6328 63.28%
Androgen receptor binding + 0.8139 81.39%
Thyroid receptor binding + 0.6181 61.81%
Glucocorticoid receptor binding + 0.7038 70.38%
Aromatase binding + 0.6275 62.75%
PPAR gamma - 0.5000 50.00%
Honey bee toxicity - 0.6093 60.93%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9952 99.52%

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 98.35% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.79% 91.11%
CHEMBL233 P35372 Mu opioid receptor 95.47% 97.93%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.69% 97.25%
CHEMBL221 P23219 Cyclooxygenase-1 94.52% 90.17%
CHEMBL2581 P07339 Cathepsin D 94.26% 98.95%
CHEMBL2996 Q05655 Protein kinase C delta 89.86% 97.79%
CHEMBL1951 P21397 Monoamine oxidase A 88.71% 91.49%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.50% 97.09%
CHEMBL226 P30542 Adenosine A1 receptor 86.46% 95.93%
CHEMBL1937 Q92769 Histone deacetylase 2 85.88% 94.75%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.82% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.60% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.04% 94.45%
CHEMBL5103 Q969S8 Histone deacetylase 10 83.23% 90.08%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.04% 95.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.26% 100.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 80.87% 100.00%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 80.58% 89.05%

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.
Xanthosoma robustum

Cross-Links

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PubChem 162887781
LOTUS LTS0053679
wikiData Q104987102