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(1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-9-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylic acid

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 9ca48597-07f7-4c77-9ee1-6eff96dfd242
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-9-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylic acid
SMILES (Canonical) CC1C(C(C(C(O1)OC2CCC3(C4CCC5C6C(CCC6(CCC5(C4(CCC3C2(C)C)C)C)C(=O)O)C(=C)C)C)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@H]2CC[C@@]3([C@H]4CC[C@@H]5[C@H]6[C@@H](CC[C@@]6(CC[C@]5([C@@]4(CC[C@H]3C2(C)C)C)C)C(=O)O)C(=C)C)C)O)O)O
InChI InChI=1S/C36H58O7/c1-19(2)21-11-16-36(31(40)41)18-17-34(7)22(26(21)36)9-10-24-33(6)14-13-25(32(4,5)23(33)12-15-35(24,34)8)43-30-29(39)28(38)27(37)20(3)42-30/h20-30,37-39H,1,9-18H2,2-8H3,(H,40,41)/t20-,21-,22+,23-,24+,25-,26+,27-,28+,29+,30-,33-,34+,35+,36-/m0/s1
InChI Key UFFWMRKBJCVANC-SYTCHFFSSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C36H58O7
Molecular Weight 602.80 g/mol
Exact Mass 602.41825418 g/mol
Topological Polar Surface Area (TPSA) 116.00 Ų
XlogP 7.10
Atomic LogP (AlogP) 5.94
H-Bond Acceptor 6
H-Bond Donor 4
Rotatable Bonds 4

Synonyms

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SCHEMBL7378439

2D Structure

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2D Structure of (1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-9-[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8928 89.28%
Caco-2 - 0.8228 82.28%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.7360 73.60%
OATP2B1 inhibitior - 0.5766 57.66%
OATP1B1 inhibitior + 0.8713 87.13%
OATP1B3 inhibitior - 0.3091 30.91%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6821 68.21%
BSEP inhibitior - 0.7822 78.22%
P-glycoprotein inhibitior + 0.6297 62.97%
P-glycoprotein substrate - 0.6916 69.16%
CYP3A4 substrate + 0.7116 71.16%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8798 87.98%
CYP3A4 inhibition - 0.7955 79.55%
CYP2C9 inhibition - 0.7891 78.91%
CYP2C19 inhibition - 0.7591 75.91%
CYP2D6 inhibition - 0.9302 93.02%
CYP1A2 inhibition - 0.6689 66.89%
CYP2C8 inhibition + 0.6474 64.74%
CYP inhibitory promiscuity - 0.9030 90.30%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6812 68.12%
Eye corrosion - 0.9903 99.03%
Eye irritation - 0.9185 91.85%
Skin irritation + 0.5193 51.93%
Skin corrosion - 0.9260 92.60%
Ames mutagenesis - 0.6554 65.54%
Human Ether-a-go-go-Related Gene inhibition - 0.3983 39.83%
Micronuclear - 0.8400 84.00%
Hepatotoxicity - 0.8072 80.72%
skin sensitisation - 0.7890 78.90%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity - 0.7689 76.89%
Acute Oral Toxicity (c) III 0.3801 38.01%
Estrogen receptor binding + 0.5881 58.81%
Androgen receptor binding + 0.7423 74.23%
Thyroid receptor binding - 0.5551 55.51%
Glucocorticoid receptor binding + 0.6003 60.03%
Aromatase binding + 0.6655 66.55%
PPAR gamma + 0.6302 63.02%
Honey bee toxicity - 0.6485 64.85%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9933 99.33%

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 91.86% 96.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 91.16% 92.94%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.02% 86.33%
CHEMBL3714130 P46095 G-protein coupled receptor 6 90.72% 97.36%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 87.91% 91.11%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 87.88% 96.38%
CHEMBL2581 P07339 Cathepsin D 87.24% 98.95%
CHEMBL340 P08684 Cytochrome P450 3A4 86.06% 91.19%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.18% 89.00%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 84.37% 96.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.62% 95.89%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.38% 95.89%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 82.15% 96.77%
CHEMBL5255 O00206 Toll-like receptor 4 80.98% 92.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.96% 100.00%
CHEMBL5028 O14672 ADAM10 80.66% 97.50%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 80.62% 82.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.55% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.47% 97.09%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 80.41% 97.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.26% 95.56%

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.
Dillenia pentagyna

Cross-Links

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PubChem 44590951
LOTUS LTS0062010
wikiData Q105271826