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(2R,5R,6R,9R,13S,16S,18S)-5,16-dihydroxy-6-[(1S)-1-hydroxy-4-methylpentyl]-2,6,13,17,17-pentamethyl-7-oxapentacyclo[10.8.0.02,9.05,9.013,18]icosa-1(20),11-dien-8-one

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 b43353c8-d040-4612-976a-c742ab7e07d1
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2R,5R,6R,9R,13S,16S,18S)-5,16-dihydroxy-6-[(1S)-1-hydroxy-4-methylpentyl]-2,6,13,17,17-pentamethyl-7-oxapentacyclo[10.8.0.02,9.05,9.013,18]icosa-1(20),11-dien-8-one
SMILES (Canonical) CC(C)CCC(C1(C2(CCC3(C2(CC=C4C3=CCC5C4(CCC(C5(C)C)O)C)C(=O)O1)C)O)C)O
SMILES (Isomeric) CC(C)CC[C@@H]([C@@]1([C@]2(CC[C@]3([C@@]2(CC=C4C3=CC[C@H]5[C@@]4(CC[C@@H](C5(C)C)O)C)C(=O)O1)C)O)C)O
InChI InChI=1S/C30H46O5/c1-18(2)8-11-23(32)28(7)30(34)17-16-27(6)20-9-10-21-25(3,4)22(31)13-14-26(21,5)19(20)12-15-29(27,30)24(33)35-28/h9,12,18,21-23,31-32,34H,8,10-11,13-17H2,1-7H3/t21-,22+,23+,26-,27-,28-,29-,30+/m1/s1
InChI Key KUPRFGZRDQGGDP-UNWYWBRGSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H46O5
Molecular Weight 486.70 g/mol
Exact Mass 486.33452456 g/mol
Topological Polar Surface Area (TPSA) 87.00 Ų
XlogP 4.90
Atomic LogP (AlogP) 5.08
H-Bond Acceptor 5
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,5R,6R,9R,13S,16S,18S)-5,16-dihydroxy-6-[(1S)-1-hydroxy-4-methylpentyl]-2,6,13,17,17-pentamethyl-7-oxapentacyclo[10.8.0.02,9.05,9.013,18]icosa-1(20),11-dien-8-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9846 98.46%
Caco-2 + 0.5637 56.37%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.7347 73.47%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8903 89.03%
OATP1B3 inhibitior + 0.8731 87.31%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior + 0.6283 62.83%
P-glycoprotein inhibitior - 0.5136 51.36%
P-glycoprotein substrate + 0.5061 50.61%
CYP3A4 substrate + 0.6970 69.70%
CYP2C9 substrate - 0.8038 80.38%
CYP2D6 substrate - 0.8371 83.71%
CYP3A4 inhibition - 0.5976 59.76%
CYP2C9 inhibition - 0.8279 82.79%
CYP2C19 inhibition - 0.8038 80.38%
CYP2D6 inhibition - 0.9427 94.27%
CYP1A2 inhibition - 0.8355 83.55%
CYP2C8 inhibition - 0.6629 66.29%
CYP inhibitory promiscuity - 0.8066 80.66%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.5094 50.94%
Eye corrosion - 0.9922 99.22%
Eye irritation - 0.9148 91.48%
Skin irritation + 0.6533 65.33%
Skin corrosion - 0.9245 92.45%
Ames mutagenesis - 0.6200 62.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4837 48.37%
Micronuclear - 0.8400 84.00%
Hepatotoxicity - 0.5289 52.89%
skin sensitisation - 0.8230 82.30%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9125 91.25%
Nephrotoxicity - 0.7176 71.76%
Acute Oral Toxicity (c) I 0.4807 48.07%
Estrogen receptor binding + 0.7788 77.88%
Androgen receptor binding + 0.7447 74.47%
Thyroid receptor binding + 0.7209 72.09%
Glucocorticoid receptor binding + 0.7226 72.26%
Aromatase binding + 0.7506 75.06%
PPAR gamma + 0.5994 59.94%
Honey bee toxicity - 0.8198 81.98%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9898 98.98%

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
CHEMBL2581 P07339 Cathepsin D 97.44% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.83% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.67% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.88% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.76% 100.00%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 87.76% 96.38%
CHEMBL226 P30542 Adenosine A1 receptor 87.49% 95.93%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 87.10% 96.77%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.94% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.89% 97.09%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.44% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.35% 94.45%
CHEMBL3192 Q9BY41 Histone deacetylase 8 83.90% 93.99%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 83.60% 91.11%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.76% 90.71%
CHEMBL2094135 Q96BI3 Gamma-secretase 81.69% 98.05%
CHEMBL5103 Q969S8 Histone deacetylase 10 81.45% 90.08%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.18% 89.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.15% 97.14%
CHEMBL5555 O00767 Acyl-CoA desaturase 80.72% 97.50%

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 163043928
LOTUS LTS0157310
wikiData Q105146299