6-[[7,8-Dihydroxy-8a-(hydroxymethyl)-5-methoxycarbonyl-5,6a,6b,11,11,14b-hexamethyl-9,10-bis(2-methylbut-2-enoyloxy)-1,2,3,4,4a,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,5-dihydroxy-4-(3,4,5-trihydroxyoxan-2-yl)oxyoxane-2-carboxylic acid

Details

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Internal ID acb9854f-4ae0-4e04-9e38-758a0ebee4c0
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name 6-[[7,8-dihydroxy-8a-(hydroxymethyl)-5-methoxycarbonyl-5,6a,6b,11,11,14b-hexamethyl-9,10-bis(2-methylbut-2-enoyloxy)-1,2,3,4,4a,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,5-dihydroxy-4-(3,4,5-trihydroxyoxan-2-yl)oxyoxane-2-carboxylic acid
SMILES (Canonical) CC=C(C)C(=O)OC1C(C2(C(CC1(C)C)C3=CCC4C5(CCC(CC5C(CC4(C3(C(C2O)O)C)C)(C)C(=O)OC)OC6C(C(C(C(O6)C(=O)O)O)OC7C(C(C(CO7)O)O)O)O)C)CO)OC(=O)C(=CC)C
SMILES (Isomeric) CC=C(C)C(=O)OC1C(C2(C(CC1(C)C)C3=CCC4C5(CCC(CC5C(CC4(C3(C(C2O)O)C)C)(C)C(=O)OC)OC6C(C(C(C(O6)C(=O)O)O)OC7C(C(C(CO7)O)O)O)O)C)CO)OC(=O)C(=CC)C
InChI InChI=1S/C52H78O20/c1-12-23(3)42(63)71-39-40(72-43(64)24(4)13-2)52(22-53)27(19-47(39,5)6)26-14-15-29-48(7)17-16-25(18-30(48)49(8,46(65)66-11)21-50(29,9)51(26,10)37(59)38(52)60)68-45-34(58)35(33(57)36(70-45)41(61)62)69-44-32(56)31(55)28(54)20-67-44/h12-14,25,27-40,44-45,53-60H,15-22H2,1-11H3,(H,61,62)
InChI Key ROCLSPZHZQMYHY-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C52H78O20
Molecular Weight 1023.20 g/mol
Exact Mass 1022.50864487 g/mol
Topological Polar Surface Area (TPSA) 315.00 Ų
XlogP 3.00
Atomic LogP (AlogP) 1.59
H-Bond Acceptor 19
H-Bond Donor 9
Rotatable Bonds 11

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 6-[[7,8-Dihydroxy-8a-(hydroxymethyl)-5-methoxycarbonyl-5,6a,6b,11,11,14b-hexamethyl-9,10-bis(2-methylbut-2-enoyloxy)-1,2,3,4,4a,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy]-3,5-dihydroxy-4-(3,4,5-trihydroxyoxan-2-yl)oxyoxane-2-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 + 0.7524 75.24%
Caco-2 - 0.8647 86.47%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.8446 84.46%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8199 81.99%
OATP1B3 inhibitior - 0.3173 31.73%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior + 0.9392 93.92%
P-glycoprotein inhibitior + 0.7497 74.97%
P-glycoprotein substrate + 0.6680 66.80%
CYP3A4 substrate + 0.7446 74.46%
CYP2C9 substrate - 0.8018 80.18%
CYP2D6 substrate - 0.8966 89.66%
CYP3A4 inhibition - 0.8504 85.04%
CYP2C9 inhibition - 0.8702 87.02%
CYP2C19 inhibition - 0.9017 90.17%
CYP2D6 inhibition - 0.9473 94.73%
CYP1A2 inhibition - 0.9011 90.11%
CYP2C8 inhibition + 0.7326 73.26%
CYP inhibitory promiscuity - 0.9771 97.71%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5934 59.34%
Eye corrosion - 0.9888 98.88%
Eye irritation - 0.9000 90.00%
Skin irritation - 0.6306 63.06%
Skin corrosion - 0.9434 94.34%
Ames mutagenesis - 0.6648 66.48%
Human Ether-a-go-go-Related Gene inhibition + 0.7210 72.10%
Micronuclear - 0.7700 77.00%
Hepatotoxicity - 0.6834 68.34%
skin sensitisation - 0.8954 89.54%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity - 0.6125 61.25%
Nephrotoxicity - 0.7821 78.21%
Acute Oral Toxicity (c) III 0.7499 74.99%
Estrogen receptor binding + 0.7531 75.31%
Androgen receptor binding + 0.7647 76.47%
Thyroid receptor binding + 0.5972 59.72%
Glucocorticoid receptor binding + 0.8054 80.54%
Aromatase binding + 0.6335 63.35%
PPAR gamma + 0.8245 82.45%
Honey bee toxicity - 0.7057 70.57%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9235 92.35%

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 99.13% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 97.60% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.41% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.36% 95.56%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 91.73% 91.07%
CHEMBL226 P30542 Adenosine A1 receptor 91.39% 95.93%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.96% 97.25%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.41% 86.33%
CHEMBL4208 P20618 Proteasome component C5 89.25% 90.00%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 87.23% 94.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.94% 95.89%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 86.46% 96.77%
CHEMBL2581 P07339 Cathepsin D 86.45% 98.95%
CHEMBL5957 P21589 5'-nucleotidase 84.56% 97.78%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 84.42% 91.65%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.96% 95.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.73% 89.00%
CHEMBL340 P08684 Cytochrome P450 3A4 83.32% 91.19%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 83.30% 97.21%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.95% 92.62%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 82.56% 95.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.38% 100.00%
CHEMBL5028 O14672 ADAM10 82.29% 97.50%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.16% 93.00%
CHEMBL221 P23219 Cyclooxygenase-1 81.62% 90.17%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 81.33% 96.95%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.07% 96.90%

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.
Polyspora chrysandra

Cross-Links

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PubChem 163044771
LOTUS LTS0185666
wikiData Q105242084