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(2R,3R,4S,5S,6R)-2-[[(1R,3aR,5aR,5bR,9S,11aR,11bS,13aR,13bR)-3a,5a,5b,8,8,11a-hexamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,9,11b,12,13,13a,13b-dodecahydrocyclopenta[a]chrysen-9-yl]oxy]-6-(hydroxymethyl)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 a38fa338-de63-44b1-9cc1-92b123232d9b
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name (2R,3R,4S,5S,6R)-2-[[(1R,3aR,5aR,5bR,9S,11aR,11bS,13aR,13bR)-3a,5a,5b,8,8,11a-hexamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,9,11b,12,13,13a,13b-dodecahydrocyclopenta[a]chrysen-9-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC(=C)C1CCC2(C1C3CCC4C(C3(CC2)C)(CC=C5C4(C=CC(C5(C)C)OC6C(C(C(C(O6)CO)O)O)O)C)C)C
SMILES (Isomeric) CC(=C)[C@@H]1CC[C@]2([C@H]1[C@H]3CC[C@H]4[C@]([C@@]3(CC2)C)(CC=C5[C@@]4(C=C[C@@H](C5(C)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C)C)C
InChI InChI=1S/C36H56O6/c1-20(2)21-11-14-33(5)17-18-35(7)22(27(21)33)9-10-25-34(6)15-13-26(32(3,4)24(34)12-16-36(25,35)8)42-31-30(40)29(39)28(38)23(19-37)41-31/h12-13,15,21-23,25-31,37-40H,1,9-11,14,16-19H2,2-8H3/t21-,22+,23+,25+,26-,27+,28+,29-,30+,31-,33+,34-,35+,36+/m0/s1
InChI Key IZMJYIVUYPOQPJ-MCVAKICKSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C36H56O6
Molecular Weight 584.80 g/mol
Exact Mass 584.40768950 g/mol
Topological Polar Surface Area (TPSA) 99.40 Ų
XlogP 7.40
Atomic LogP (AlogP) 5.55
H-Bond Acceptor 6
H-Bond Donor 4
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3R,4S,5S,6R)-2-[[(1R,3aR,5aR,5bR,9S,11aR,11bS,13aR,13bR)-3a,5a,5b,8,8,11a-hexamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,9,11b,12,13,13a,13b-dodecahydrocyclopenta[a]chrysen-9-yl]oxy]-6-(hydroxymethyl)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 + 0.8104 81.04%
Caco-2 - 0.8101 81.01%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.7601 76.01%
OATP2B1 inhibitior - 0.8609 86.09%
OATP1B1 inhibitior + 0.8508 85.08%
OATP1B3 inhibitior - 0.2618 26.18%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior - 0.8327 83.27%
P-glycoprotein inhibitior + 0.7001 70.01%
P-glycoprotein substrate - 0.6066 60.66%
CYP3A4 substrate + 0.6985 69.85%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8283 82.83%
CYP3A4 inhibition - 0.8656 86.56%
CYP2C9 inhibition - 0.7750 77.50%
CYP2C19 inhibition - 0.8471 84.71%
CYP2D6 inhibition - 0.9320 93.20%
CYP1A2 inhibition - 0.7785 77.85%
CYP2C8 inhibition + 0.7020 70.20%
CYP inhibitory promiscuity - 0.8352 83.52%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.7086 70.86%
Eye corrosion - 0.9885 98.85%
Eye irritation - 0.9307 93.07%
Skin irritation - 0.5725 57.25%
Skin corrosion - 0.9406 94.06%
Ames mutagenesis - 0.6670 66.70%
Human Ether-a-go-go-Related Gene inhibition + 0.8533 85.33%
Micronuclear - 0.8500 85.00%
Hepatotoxicity - 0.7843 78.43%
skin sensitisation - 0.8930 89.30%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity - 0.5716 57.16%
Acute Oral Toxicity (c) III 0.6706 67.06%
Estrogen receptor binding + 0.6487 64.87%
Androgen receptor binding + 0.7494 74.94%
Thyroid receptor binding - 0.5068 50.68%
Glucocorticoid receptor binding + 0.6844 68.44%
Aromatase binding + 0.6717 67.17%
PPAR gamma + 0.6066 60.66%
Honey bee toxicity - 0.6937 69.37%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.9828 98.28%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.44% 91.11%
CHEMBL218 P21554 Cannabinoid CB1 receptor 98.13% 96.61%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.96% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.67% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.29% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 91.02% 95.89%
CHEMBL2581 P07339 Cathepsin D 90.78% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.47% 97.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 88.10% 92.94%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.32% 100.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 86.79% 93.04%
CHEMBL1937 Q92769 Histone deacetylase 2 85.87% 94.75%
CHEMBL2996 Q05655 Protein kinase C delta 85.56% 97.79%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 85.32% 95.50%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.96% 94.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.24% 92.62%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 82.46% 96.21%
CHEMBL3401 O75469 Pregnane X receptor 82.37% 94.73%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 81.90% 95.83%
CHEMBL233 P35372 Mu opioid receptor 81.61% 97.93%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 81.33% 97.33%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.23% 100.00%
CHEMBL1871 P10275 Androgen Receptor 80.85% 96.43%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 80.80% 97.50%

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.
Volkameria inermis

Cross-Links

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PubChem 162951409
LOTUS LTS0100498
wikiData Q105123304