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[6-[[3,4-dihydroxy-6-(hydroxymethyl)-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] 10,11-dihydroxy-1,2,6a,6b,9,12a-hexamethyl-9-(2-oxoethyl)-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylate

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 49a2070e-98f0-4cd0-837d-e6b10de266b1
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name [6-[[3,4-dihydroxy-6-(hydroxymethyl)-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] 10,11-dihydroxy-1,2,6a,6b,9,12a-hexamethyl-9-(2-oxoethyl)-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylate
SMILES (Canonical) CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CC(C(C5(C)CC=O)O)O)C)C)C2C1C)C)C(=O)OC6C(C(C(C(O6)COC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)C)O)O)O)O)O)O)O)O
SMILES (Isomeric) CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CC(C(C5(C)CC=O)O)O)C)C)C2C1C)C)C(=O)OC6C(C(C(C(O6)COC7C(C(C(C(O7)CO)OC8C(C(C(C(O8)C)O)O)O)O)O)O)O)O
InChI InChI=1S/C49H78O19/c1-21-10-13-49(15-14-47(6)24(30(49)22(21)2)8-9-29-46(5)18-25(52)40(61)45(4,16-17-50)28(46)11-12-48(29,47)7)44(62)68-43-37(59)34(56)32(54)27(66-43)20-63-41-38(60)35(57)39(26(19-51)65-41)67-42-36(58)33(55)31(53)23(3)64-42/h8,17,21-23,25-43,51-61H,9-16,18-20H2,1-7H3
InChI Key OBYIGFCOMHGJTB-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C49H78O19
Molecular Weight 971.10 g/mol
Exact Mass 970.51373025 g/mol
Topological Polar Surface Area (TPSA) 312.00 Ų
XlogP -0.30
Atomic LogP (AlogP) -0.44
H-Bond Acceptor 19
H-Bond Donor 11
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [6-[[3,4-dihydroxy-6-(hydroxymethyl)-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] 10,11-dihydroxy-1,2,6a,6b,9,12a-hexamethyl-9-(2-oxoethyl)-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6935 69.35%
Caco-2 - 0.8861 88.61%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.8439 84.39%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8627 86.27%
OATP1B3 inhibitior - 0.3315 33.15%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.5298 52.98%
BSEP inhibitior + 0.9190 91.90%
P-glycoprotein inhibitior + 0.7464 74.64%
P-glycoprotein substrate + 0.5853 58.53%
CYP3A4 substrate + 0.7314 73.14%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8747 87.47%
CYP3A4 inhibition - 0.8440 84.40%
CYP2C9 inhibition - 0.9283 92.83%
CYP2C19 inhibition - 0.9358 93.58%
CYP2D6 inhibition - 0.9547 95.47%
CYP1A2 inhibition - 0.9059 90.59%
CYP2C8 inhibition + 0.7680 76.80%
CYP inhibitory promiscuity - 0.9773 97.73%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6071 60.71%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9061 90.61%
Skin irritation - 0.5279 52.79%
Skin corrosion - 0.9458 94.58%
Ames mutagenesis - 0.8400 84.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8168 81.68%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.7125 71.25%
skin sensitisation - 0.9251 92.51%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity - 0.7810 78.10%
Acute Oral Toxicity (c) III 0.7253 72.53%
Estrogen receptor binding + 0.8500 85.00%
Androgen receptor binding + 0.7551 75.51%
Thyroid receptor binding + 0.5304 53.04%
Glucocorticoid receptor binding + 0.7650 76.50%
Aromatase binding + 0.6691 66.91%
PPAR gamma + 0.8326 83.26%
Honey bee toxicity - 0.6467 64.67%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.5955 59.55%
Fish aquatic toxicity + 0.9440 94.40%

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 99.04% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.18% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.88% 95.56%
CHEMBL3714130 P46095 G-protein coupled receptor 6 92.60% 97.36%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.49% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.62% 86.33%
CHEMBL226 P30542 Adenosine A1 receptor 90.60% 95.93%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.94% 89.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 88.08% 97.25%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 87.28% 86.92%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 87.21% 95.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.87% 100.00%
CHEMBL3401 O75469 Pregnane X receptor 84.93% 94.73%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.96% 95.89%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 83.09% 96.90%
CHEMBL5028 O14672 ADAM10 83.06% 97.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.75% 95.89%
CHEMBL2581 P07339 Cathepsin D 82.62% 98.95%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.28% 94.33%
CHEMBL5255 O00206 Toll-like receptor 4 81.16% 92.50%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 80.08% 95.83%

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.
Centella asiatica

Cross-Links

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PubChem 162925919
LOTUS LTS0013787
wikiData Q105189219