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(3S,6R)-6-[(3S,5R,8R,9R,10R,14S,17R)-3-hydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methylheptane-2,3-diol

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 412411b2-afdb-484e-829c-f267e3715b8b
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (3S,6R)-6-[(3S,5R,8R,9R,10R,14S,17R)-3-hydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methylheptane-2,3-diol
SMILES (Canonical) CC(CCC(C(C)(C)O)O)C1CCC2(C1=CCC3C2(CCC4C3(CCC(C4(C)C)O)C)C)C
SMILES (Isomeric) C[C@H](CC[C@@H](C(C)(C)O)O)[C@H]1CC[C@@]2(C1=CC[C@H]3[C@]2(CC[C@@H]4[C@@]3(CC[C@@H](C4(C)C)O)C)C)C
InChI InChI=1S/C30H52O3/c1-19(9-12-25(32)27(4,5)33)20-13-17-29(7)21(20)10-11-23-28(6)16-15-24(31)26(2,3)22(28)14-18-30(23,29)8/h10,19-20,22-25,31-33H,9,11-18H2,1-8H3/t19-,20-,22+,23-,24+,25+,28+,29-,30-/m1/s1
InChI Key YILTUZQNYINQBJ-MURIQRJQSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H52O3
Molecular Weight 460.70 g/mol
Exact Mass 460.39164552 g/mol
Topological Polar Surface Area (TPSA) 60.70 Ų
XlogP 6.70
Atomic LogP (AlogP) 6.50
H-Bond Acceptor 3
H-Bond Donor 3
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3S,6R)-6-[(3S,5R,8R,9R,10R,14S,17R)-3-hydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methylheptane-2,3-diol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9950 99.50%
Caco-2 - 0.5321 53.21%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability + 0.5429 54.29%
Subcellular localzation Mitochondria 0.7145 71.45%
OATP2B1 inhibitior - 0.5792 57.92%
OATP1B1 inhibitior + 0.9101 91.01%
OATP1B3 inhibitior + 0.9788 97.88%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.6508 65.08%
P-glycoprotein inhibitior - 0.6616 66.16%
P-glycoprotein substrate - 0.6482 64.82%
CYP3A4 substrate + 0.6673 66.73%
CYP2C9 substrate - 0.5858 58.58%
CYP2D6 substrate - 0.7545 75.45%
CYP3A4 inhibition - 0.8453 84.53%
CYP2C9 inhibition - 0.8787 87.87%
CYP2C19 inhibition - 0.7546 75.46%
CYP2D6 inhibition - 0.9470 94.70%
CYP1A2 inhibition - 0.9310 93.10%
CYP2C8 inhibition - 0.6676 66.76%
CYP inhibitory promiscuity - 0.7534 75.34%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6505 65.05%
Eye corrosion - 0.9930 99.30%
Eye irritation - 0.9554 95.54%
Skin irritation + 0.5583 55.83%
Skin corrosion - 0.9440 94.40%
Ames mutagenesis - 0.7937 79.37%
Human Ether-a-go-go-Related Gene inhibition + 0.6827 68.27%
Micronuclear - 0.9100 91.00%
Hepatotoxicity - 0.7501 75.01%
skin sensitisation - 0.6343 63.43%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.9667 96.67%
Mitochondrial toxicity + 0.9750 97.50%
Nephrotoxicity - 0.8229 82.29%
Acute Oral Toxicity (c) III 0.4903 49.03%
Estrogen receptor binding + 0.7096 70.96%
Androgen receptor binding + 0.7066 70.66%
Thyroid receptor binding + 0.6567 65.67%
Glucocorticoid receptor binding + 0.7982 79.82%
Aromatase binding + 0.6771 67.71%
PPAR gamma + 0.5362 53.62%
Honey bee toxicity - 0.8052 80.52%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9891 98.91%

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 98.16% 97.25%
CHEMBL2581 P07339 Cathepsin D 96.06% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.49% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.99% 91.11%
CHEMBL221 P23219 Cyclooxygenase-1 91.97% 90.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.84% 95.89%
CHEMBL3359 P21462 Formyl peptide receptor 1 87.71% 93.56%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 87.55% 82.69%
CHEMBL218 P21554 Cannabinoid CB1 receptor 87.31% 96.61%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.10% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.83% 94.45%
CHEMBL4227 P25090 Lipoxin A4 receptor 84.79% 100.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.57% 100.00%
CHEMBL1871 P10275 Androgen Receptor 82.91% 96.43%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 82.82% 90.24%
CHEMBL1795139 Q8IU80 Transmembrane protease serine 6 82.82% 98.33%
CHEMBL5028 O14672 ADAM10 81.94% 97.50%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.92% 97.14%
CHEMBL226 P30542 Adenosine A1 receptor 81.18% 95.93%
CHEMBL237 P41145 Kappa opioid receptor 80.64% 98.10%
CHEMBL2996 Q05655 Protein kinase C delta 80.60% 97.79%
CHEMBL5469 Q14289 Protein tyrosine kinase 2 beta 80.29% 91.03%

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.
Boswellia sacra

Cross-Links

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PubChem 44233382
LOTUS LTS0018051
wikiData Q105348896