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(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[[(3S,5S,10S,13R,17R)-17-[(2R,5R,6R)-5-hydroxy-5-propan-2-yl-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyheptan-2-yl]-10,13-dimethyl-2,3,4,5,6,7,11,12,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]oxane-3,4,5-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 647ae291-1f0a-4c55-b49f-fda9f1b246e7
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[[(3S,5S,10S,13R,17R)-17-[(2R,5R,6R)-5-hydroxy-5-propan-2-yl-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyheptan-2-yl]-10,13-dimethyl-2,3,4,5,6,7,11,12,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]oxane-3,4,5-triol
SMILES (Canonical) CC(C)C(CCC(C)C1CC=C2C1(CCC3=C2CCC4C3(CCC(C4)OC5C(C(C(C(O5)CO)O)O)O)C)C)(C(C)OC6C(C(C(C(O6)CO)O)O)O)O
SMILES (Isomeric) C[C@H](CC[C@]([C@@H](C)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)(C(C)C)O)[C@H]2CC=C3[C@@]2(CCC4=C3CC[C@@H]5[C@@]4(CC[C@@H](C5)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C)C
InChI InChI=1S/C41H68O13/c1-20(2)41(50,22(4)51-37-35(48)33(46)31(44)29(18-42)53-37)16-11-21(3)26-9-10-27-25-8-7-23-17-24(12-14-39(23,5)28(25)13-15-40(26,27)6)52-38-36(49)34(47)32(45)30(19-43)54-38/h10,20-24,26,29-38,42-50H,7-9,11-19H2,1-6H3/t21-,22-,23+,24+,26-,29-,30-,31-,32-,33+,34+,35-,36-,37-,38-,39+,40-,41-/m1/s1
InChI Key GURWOVBTHOKGAB-WVRYFZCSSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C41H68O13
Molecular Weight 769.00 g/mol
Exact Mass 768.46599222 g/mol
Topological Polar Surface Area (TPSA) 219.00 Ų
XlogP 2.30
Atomic LogP (AlogP) 1.82
H-Bond Acceptor 13
H-Bond Donor 9
Rotatable Bonds 12

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[[(3S,5S,10S,13R,17R)-17-[(2R,5R,6R)-5-hydroxy-5-propan-2-yl-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyheptan-2-yl]-10,13-dimethyl-2,3,4,5,6,7,11,12,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]oxane-3,4,5-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7547 75.47%
Caco-2 - 0.8722 87.22%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.7664 76.64%
OATP2B1 inhibitior - 0.8674 86.74%
OATP1B1 inhibitior + 0.8397 83.97%
OATP1B3 inhibitior - 0.2571 25.71%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior - 0.5960 59.60%
P-glycoprotein inhibitior + 0.7387 73.87%
P-glycoprotein substrate + 0.5527 55.27%
CYP3A4 substrate + 0.7078 70.78%
CYP2C9 substrate - 0.8010 80.10%
CYP2D6 substrate - 0.8509 85.09%
CYP3A4 inhibition - 0.9485 94.85%
CYP2C9 inhibition - 0.8767 87.67%
CYP2C19 inhibition - 0.9161 91.61%
CYP2D6 inhibition - 0.9371 93.71%
CYP1A2 inhibition - 0.9112 91.12%
CYP2C8 inhibition + 0.6328 63.28%
CYP inhibitory promiscuity - 0.9421 94.21%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6022 60.22%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9150 91.50%
Skin irritation - 0.5835 58.35%
Skin corrosion - 0.9447 94.47%
Ames mutagenesis - 0.7370 73.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7066 70.66%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.5843 58.43%
skin sensitisation - 0.8992 89.92%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity + 0.5123 51.23%
Acute Oral Toxicity (c) III 0.5598 55.98%
Estrogen receptor binding + 0.8083 80.83%
Androgen receptor binding + 0.7073 70.73%
Thyroid receptor binding - 0.5520 55.20%
Glucocorticoid receptor binding + 0.5931 59.31%
Aromatase binding + 0.6471 64.71%
PPAR gamma + 0.7025 70.25%
Honey bee toxicity - 0.6869 68.69%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9262 92.62%

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 98.66% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.59% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 98.16% 97.09%
CHEMBL2581 P07339 Cathepsin D 96.25% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.69% 97.25%
CHEMBL2996 Q05655 Protein kinase C delta 95.58% 97.79%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.33% 94.45%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.71% 100.00%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 89.55% 94.23%
CHEMBL2094135 Q96BI3 Gamma-secretase 88.43% 98.05%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.03% 95.89%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 87.00% 89.05%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.20% 95.89%
CHEMBL226 P30542 Adenosine A1 receptor 84.43% 95.93%
CHEMBL344 Q99705 Melanin-concentrating hormone receptor 1 84.22% 92.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.77% 89.00%
CHEMBL237 P41145 Kappa opioid receptor 83.53% 98.10%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.47% 92.62%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.84% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.40% 97.14%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 80.15% 96.47%

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.
Decaneuropsis cumingiana

Cross-Links

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PubChem 46862506
LOTUS LTS0152790
wikiData Q105020404