(1S,6R,7S,8S,11R,12S,15S,16R,19S,21R)-7-(hydroxymethyl)-19-methoxy-1,7,11,16,20,20-hexamethylpentacyclo[13.8.0.03,12.06,11.016,21]tricos-3-en-8-ol

Details

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Internal ID 5e5aab96-d8ee-43b0-a830-b631fb791981
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (1S,6R,7S,8S,11R,12S,15S,16R,19S,21R)-7-(hydroxymethyl)-19-methoxy-1,7,11,16,20,20-hexamethylpentacyclo[13.8.0.03,12.06,11.016,21]tricos-3-en-8-ol
SMILES (Canonical) CC1(C2CCC3(CC4=CCC5C(C4CCC3C2(CCC1OC)C)(CCC(C5(C)CO)O)C)C)C
SMILES (Isomeric) C[C@@]12CC[C@@H]3[C@@]([C@H]1CC[C@H]4C(=CC[C@@H]5[C@@]4(CC[C@@H]([C@]5(C)CO)O)C)C2)(CC[C@@H](C3(C)C)OC)C
InChI InChI=1S/C31H52O3/c1-27(2)22-12-15-28(3)18-20-8-10-24-29(4,16-13-25(33)31(24,6)19-32)21(20)9-11-23(28)30(22,5)17-14-26(27)34-7/h8,21-26,32-33H,9-19H2,1-7H3/t21-,22-,23-,24+,25-,26-,28-,29+,30-,31+/m0/s1
InChI Key JUSIDDXFEXDQLL-KSOATNRFSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C31H52O3
Molecular Weight 472.70 g/mol
Exact Mass 472.39164552 g/mol
Topological Polar Surface Area (TPSA) 49.70 Ų
XlogP 7.40
Atomic LogP (AlogP) 6.77
H-Bond Acceptor 3
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,6R,7S,8S,11R,12S,15S,16R,19S,21R)-7-(hydroxymethyl)-19-methoxy-1,7,11,16,20,20-hexamethylpentacyclo[13.8.0.03,12.06,11.016,21]tricos-3-en-8-ol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9892 98.92%
Caco-2 - 0.5197 51.97%
Blood Brain Barrier + 0.6885 68.85%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.6399 63.99%
OATP2B1 inhibitior - 0.7168 71.68%
OATP1B1 inhibitior + 0.8933 89.33%
OATP1B3 inhibitior + 0.9040 90.40%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6243 62.43%
BSEP inhibitior + 0.5563 55.63%
P-glycoprotein inhibitior - 0.6236 62.36%
P-glycoprotein substrate - 0.6209 62.09%
CYP3A4 substrate + 0.6768 67.68%
CYP2C9 substrate - 0.6197 61.97%
CYP2D6 substrate - 0.7345 73.45%
CYP3A4 inhibition - 0.8746 87.46%
CYP2C9 inhibition - 0.5980 59.80%
CYP2C19 inhibition - 0.6850 68.50%
CYP2D6 inhibition - 0.9195 91.95%
CYP1A2 inhibition - 0.7714 77.14%
CYP2C8 inhibition + 0.4730 47.30%
CYP inhibitory promiscuity - 0.7703 77.03%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6812 68.12%
Eye corrosion - 0.9886 98.86%
Eye irritation - 0.9232 92.32%
Skin irritation - 0.6935 69.35%
Skin corrosion - 0.9551 95.51%
Ames mutagenesis - 0.8400 84.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8141 81.41%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.7047 70.47%
skin sensitisation - 0.7925 79.25%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.6750 67.50%
Nephrotoxicity - 0.6885 68.85%
Acute Oral Toxicity (c) III 0.6472 64.72%
Estrogen receptor binding + 0.7507 75.07%
Androgen receptor binding + 0.6886 68.86%
Thyroid receptor binding + 0.5789 57.89%
Glucocorticoid receptor binding + 0.7321 73.21%
Aromatase binding - 0.5282 52.82%
PPAR gamma + 0.5694 56.94%
Honey bee toxicity - 0.6793 67.93%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9503 95.03%

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 95.84% 96.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 92.83% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.78% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.80% 97.25%
CHEMBL1937 Q92769 Histone deacetylase 2 91.17% 94.75%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.67% 91.11%
CHEMBL4040 P28482 MAP kinase ERK2 89.66% 83.82%
CHEMBL2996 Q05655 Protein kinase C delta 89.44% 97.79%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.95% 94.45%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 88.55% 85.49%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.82% 92.94%
CHEMBL221 P23219 Cyclooxygenase-1 85.29% 90.17%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.74% 92.62%
CHEMBL4224 P49759 Dual specificty protein kinase CLK1 81.78% 85.30%
CHEMBL3192 Q9BY41 Histone deacetylase 8 81.15% 93.99%
CHEMBL1293249 Q13887 Kruppel-like factor 5 80.84% 86.33%
CHEMBL2581 P07339 Cathepsin D 80.14% 98.95%

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.
Acanthospermum glabratum
Picea jezoensis

Cross-Links

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PubChem 162942348
LOTUS LTS0131657
wikiData Q105301070