(5R,6S)-6-[(3S,5R,8S,10S,13R,14S,17R)-3-methoxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,8,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methylheptane-2,5-diol

Details

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Internal ID 019df318-1c71-4449-a9be-b604f7125ccb
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (5R,6S)-6-[(3S,5R,8S,10S,13R,14S,17R)-3-methoxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,8,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methylheptane-2,5-diol
SMILES (Canonical) CC(C1CCC2(C1(CC=C3C2CCC4C3(CCC(C4(C)C)OC)C)C)C)C(CCC(C)(C)O)O
SMILES (Isomeric) C[C@@H]([C@H]1CC[C@@]2([C@@]1(CC=C3[C@H]2CC[C@@H]4[C@@]3(CC[C@@H](C4(C)C)OC)C)C)C)[C@@H](CCC(C)(C)O)O
InChI InChI=1S/C31H54O3/c1-20(24(32)14-16-27(2,3)33)21-12-18-31(8)23-10-11-25-28(4,5)26(34-9)15-17-29(25,6)22(23)13-19-30(21,31)7/h13,20-21,23-26,32-33H,10-12,14-19H2,1-9H3/t20-,21+,23+,24+,25-,26-,29+,30+,31-/m0/s1
InChI Key PQEZOFBYLSEGJF-MLAYXGBKSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C31H54O3
Molecular Weight 474.80 g/mol
Exact Mass 474.40729558 g/mol
Topological Polar Surface Area (TPSA) 49.70 Ų
XlogP 7.30
Atomic LogP (AlogP) 7.15
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 (5R,6S)-6-[(3S,5R,8S,10S,13R,14S,17R)-3-methoxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,8,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methylheptane-2,5-diol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9969 99.69%
Caco-2 + 0.5467 54.67%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.7228 72.28%
OATP2B1 inhibitior - 0.7170 71.70%
OATP1B1 inhibitior + 0.8541 85.41%
OATP1B3 inhibitior + 0.9342 93.42%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior - 0.4707 47.07%
P-glycoprotein inhibitior - 0.5325 53.25%
P-glycoprotein substrate - 0.5213 52.13%
CYP3A4 substrate + 0.6293 62.93%
CYP2C9 substrate - 0.5858 58.58%
CYP2D6 substrate - 0.7447 74.47%
CYP3A4 inhibition - 0.8052 80.52%
CYP2C9 inhibition - 0.7676 76.76%
CYP2C19 inhibition - 0.7792 77.92%
CYP2D6 inhibition - 0.9367 93.67%
CYP1A2 inhibition - 0.8715 87.15%
CYP2C8 inhibition + 0.5641 56.41%
CYP inhibitory promiscuity - 0.5713 57.13%
UGT catelyzed + 1.0000 100.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6301 63.01%
Eye corrosion - 0.9936 99.36%
Eye irritation - 0.9385 93.85%
Skin irritation - 0.5241 52.41%
Skin corrosion - 0.9606 96.06%
Ames mutagenesis - 0.8400 84.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6735 67.35%
Micronuclear - 0.8300 83.00%
Hepatotoxicity - 0.6995 69.95%
skin sensitisation - 0.6650 66.50%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 1.0000 100.00%
Mitochondrial toxicity + 0.9750 97.50%
Nephrotoxicity - 0.8951 89.51%
Acute Oral Toxicity (c) III 0.5002 50.02%
Estrogen receptor binding + 0.7681 76.81%
Androgen receptor binding + 0.7833 78.33%
Thyroid receptor binding + 0.6658 66.58%
Glucocorticoid receptor binding + 0.7619 76.19%
Aromatase binding + 0.6474 64.74%
PPAR gamma - 0.4862 48.62%
Honey bee toxicity - 0.7715 77.15%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9835 98.35%

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 99.48% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 99.05% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.44% 91.11%
CHEMBL2996 Q05655 Protein kinase C delta 97.38% 97.79%
CHEMBL2581 P07339 Cathepsin D 94.54% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.61% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 90.90% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.59% 97.14%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 87.46% 91.03%
CHEMBL3746 P80365 11-beta-hydroxysteroid dehydrogenase 2 87.16% 94.78%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 85.54% 100.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 85.21% 92.62%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.26% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.78% 95.89%
CHEMBL2094135 Q96BI3 Gamma-secretase 83.51% 98.05%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.62% 94.45%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 81.21% 100.00%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 80.82% 89.05%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.07% 92.94%

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.
Pinus monticola

Cross-Links

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PubChem 162913104
LOTUS LTS0193625
wikiData Q105213203