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(2R,3R,10S,12S,13R,14S,17R)-17-[(2R,5R)-5,6-dihydroxy-6-methylheptan-2-yl]-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthrene-2,3,12-triol

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 2f5f7649-e94a-4b98-9a5b-61b8829d5d47
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2R,3R,10S,12S,13R,14S,17R)-17-[(2R,5R)-5,6-dihydroxy-6-methylheptan-2-yl]-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthrene-2,3,12-triol
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C30H52O5/c1-17(9-12-23(32)27(4,5)35)18-13-14-29(7)19-10-11-22-26(2,3)25(34)21(31)16-28(22,6)20(19)15-24(33)30(18,29)8/h17-18,21-25,31-35H,9-16H2,1-8H3/t17-,18-,21-,22?,23-,24+,25+,28-,29+,30+/m1/s1
InChI Key OEIWNDFVSHLYGG-LKRQAXFGSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H52O5
Molecular Weight 492.70 g/mol
Exact Mass 492.38147475 g/mol
Topological Polar Surface Area (TPSA) 101.00 Ų
XlogP 4.30
Atomic LogP (AlogP) 4.59
H-Bond Acceptor 5
H-Bond Donor 5
Rotatable Bonds 5

Synonyms

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64971-22-8
(2R,3R,10S,12S,13R,14S,17R)-17-[(2R,5R)-5,6-dihydroxy-6-methylheptan-2-yl]-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthrene-2,3,12-triol
DTXSID70983533
Lanost-8-ene-2,3,12,24,25-pentol
Lanost-8-ene-2,3,12,24,25-pentol, (2alpha,3beta,12alpha,24R)-

2D Structure

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2D Structure of (2R,3R,10S,12S,13R,14S,17R)-17-[(2R,5R)-5,6-dihydroxy-6-methylheptan-2-yl]-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthrene-2,3,12-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9912 99.12%
Caco-2 - 0.5937 59.37%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.7266 72.66%
OATP2B1 inhibitior - 0.5779 57.79%
OATP1B1 inhibitior + 0.8610 86.10%
OATP1B3 inhibitior + 0.9570 95.70%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior - 0.5835 58.35%
P-glycoprotein inhibitior - 0.5775 57.75%
P-glycoprotein substrate + 0.5570 55.70%
CYP3A4 substrate + 0.6624 66.24%
CYP2C9 substrate - 0.5858 58.58%
CYP2D6 substrate - 0.7545 75.45%
CYP3A4 inhibition - 0.8409 84.09%
CYP2C9 inhibition - 0.8835 88.35%
CYP2C19 inhibition - 0.8249 82.49%
CYP2D6 inhibition - 0.9471 94.71%
CYP1A2 inhibition - 0.9241 92.41%
CYP2C8 inhibition - 0.5843 58.43%
CYP inhibitory promiscuity - 0.8328 83.28%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6978 69.78%
Eye corrosion - 0.9934 99.34%
Eye irritation - 0.9218 92.18%
Skin irritation + 0.5962 59.62%
Skin corrosion - 0.9439 94.39%
Ames mutagenesis - 0.6759 67.59%
Human Ether-a-go-go-Related Gene inhibition - 0.5365 53.65%
Micronuclear - 0.9000 90.00%
Hepatotoxicity - 0.6593 65.93%
skin sensitisation - 0.6898 68.98%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9625 96.25%
Nephrotoxicity - 0.6062 60.62%
Acute Oral Toxicity (c) III 0.4932 49.32%
Estrogen receptor binding + 0.6810 68.10%
Androgen receptor binding + 0.7417 74.17%
Thyroid receptor binding + 0.6169 61.69%
Glucocorticoid receptor binding + 0.7809 78.09%
Aromatase binding + 0.7209 72.09%
PPAR gamma + 0.5478 54.78%
Honey bee toxicity - 0.7586 75.86%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.9910 99.10%

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 98.73% 97.25%
CHEMBL2581 P07339 Cathepsin D 96.92% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.58% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.17% 96.09%
CHEMBL2996 Q05655 Protein kinase C delta 94.42% 97.79%
CHEMBL1977 P11473 Vitamin D receptor 93.56% 99.43%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 89.75% 94.78%
CHEMBL2094135 Q96BI3 Gamma-secretase 89.58% 98.05%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.17% 85.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.90% 97.09%
CHEMBL4482 O96013 Serine/threonine-protein kinase PAK 4 88.10% 95.42%
CHEMBL3359 P21462 Formyl peptide receptor 1 87.46% 93.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.70% 100.00%
CHEMBL226 P30542 Adenosine A1 receptor 85.40% 95.93%
CHEMBL233 P35372 Mu opioid receptor 84.56% 97.93%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.13% 95.89%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 84.00% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.80% 95.89%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 82.58% 90.24%
CHEMBL2179 P04062 Beta-glucocerebrosidase 82.46% 85.31%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.42% 100.00%
CHEMBL2959 Q08881 Tyrosine-protein kinase ITK/TSK 82.36% 95.00%
CHEMBL3920 Q04759 Protein kinase C theta 80.62% 97.69%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 127829
LOTUS LTS0057641
wikiData Q82970453