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8-hydroxy-1,2,6a,6b,9,12a-hexamethyl-10,11-bis[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]-9-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-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 51929569-9075-424f-b4b6-77da747c2a59
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name 8-hydroxy-1,2,6a,6b,9,12a-hexamethyl-10,11-bis[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]-9-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid
SMILES (Canonical) CC1CCC2(CCC3(C(=CCC4C3(CC(C5C4(CC(C(C5(C)COC6C(C(C(C(O6)CO)O)O)O)OC7C(C(C(C(O7)CO)O)O)O)OC8C(C(C(C(O8)CO)O)O)O)C)O)C)C2C1C)C)C(=O)O
SMILES (Isomeric) CC1CCC2(CCC3(C(=CCC4C3(CC(C5C4(CC(C(C5(C)COC6C(C(C(C(O6)CO)O)O)O)OC7C(C(C(C(O7)CO)O)O)O)OC8C(C(C(C(O8)CO)O)O)O)C)O)C)C2C1C)C)C(=O)O
InChI InChI=1S/C48H78O21/c1-19-9-10-48(43(62)63)12-11-46(5)21(28(48)20(19)2)7-8-27-44(3)14-23(65-41-36(60)33(57)30(54)25(16-50)67-41)39(69-42-37(61)34(58)31(55)26(17-51)68-42)45(4,38(44)22(52)13-47(27,46)6)18-64-40-35(59)32(56)29(53)24(15-49)66-40/h7,19-20,22-42,49-61H,8-18H2,1-6H3,(H,62,63)
InChI Key BOVSXLSGCVAGCZ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C48H78O21
Molecular Weight 991.10 g/mol
Exact Mass 990.50355949 g/mol
Topological Polar Surface Area (TPSA) 356.00 Ų
XlogP -1.00
Atomic LogP (AlogP) -2.52
H-Bond Acceptor 20
H-Bond Donor 14
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 8-hydroxy-1,2,6a,6b,9,12a-hexamethyl-10,11-bis[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]-9-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-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 + 0.7336 73.36%
Caco-2 - 0.8785 87.85%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.8246 82.46%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8443 84.43%
OATP1B3 inhibitior - 0.4366 43.66%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6526 65.26%
BSEP inhibitior + 0.6435 64.35%
P-glycoprotein inhibitior + 0.7491 74.91%
P-glycoprotein substrate - 0.5452 54.52%
CYP3A4 substrate + 0.7170 71.70%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8798 87.98%
CYP3A4 inhibition - 0.9357 93.57%
CYP2C9 inhibition - 0.9347 93.47%
CYP2C19 inhibition - 0.9271 92.71%
CYP2D6 inhibition - 0.9492 94.92%
CYP1A2 inhibition - 0.9046 90.46%
CYP2C8 inhibition + 0.7489 74.89%
CYP inhibitory promiscuity - 0.9709 97.09%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6290 62.90%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.9073 90.73%
Skin irritation - 0.5531 55.31%
Skin corrosion - 0.9498 94.98%
Ames mutagenesis - 0.8470 84.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7428 74.28%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.7842 78.42%
skin sensitisation - 0.9157 91.57%
Respiratory toxicity - 0.5333 53.33%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity - 0.6375 63.75%
Nephrotoxicity - 0.6099 60.99%
Acute Oral Toxicity (c) III 0.6947 69.47%
Estrogen receptor binding + 0.7501 75.01%
Androgen receptor binding + 0.7605 76.05%
Thyroid receptor binding - 0.5676 56.76%
Glucocorticoid receptor binding + 0.6240 62.40%
Aromatase binding + 0.6183 61.83%
PPAR gamma + 0.7583 75.83%
Honey bee toxicity - 0.7231 72.31%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.6205 62.05%
Fish aquatic toxicity + 0.9206 92.06%

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 98.40% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.23% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.71% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.68% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.20% 95.56%
CHEMBL2581 P07339 Cathepsin D 90.06% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.13% 86.33%
CHEMBL3714130 P46095 G-protein coupled receptor 6 87.97% 97.36%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 85.82% 96.21%
CHEMBL221 P23219 Cyclooxygenase-1 84.87% 90.17%
CHEMBL253 P34972 Cannabinoid CB2 receptor 83.48% 97.25%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.93% 100.00%
CHEMBL5255 O00206 Toll-like receptor 4 82.66% 92.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.17% 95.89%
CHEMBL226 P30542 Adenosine A1 receptor 81.07% 95.93%
CHEMBL3392948 Q9NP59 Solute carrier family 40 member 1 80.42% 95.00%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.04% 93.00%

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 162866808
LOTUS LTS0138176
wikiData Q104940851