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(4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2S,3R,4S,5S)-5-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-6a,6b,9,9,12a-pentamethyl-2-methylidene-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-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 8df28d17-8b81-4e78-95e3-74a1d3452903
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
IUPAC Name (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2S,3R,4S,5S)-5-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-6a,6b,9,9,12a-pentamethyl-2-methylidene-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
SMILES (Canonical) CC1(C2CCC3(C(C2(CCC1OC4C(C(C(CO4)O)OC5C(C(C(C(O5)CO)O)O)O)OC6C(C(C(CO6)O)O)O)C)CC=C7C3(CCC8(C7CC(=C)CC8)C(=O)O)C)C)C
SMILES (Isomeric) C[C@]12CC[C@@H](C([C@@H]1CC[C@@]3([C@@H]2CC=C4[C@]3(CC[C@@]5([C@H]4CC(=C)CC5)C(=O)O)C)C)(C)C)O[C@H]6[C@@H]([C@H]([C@H](CO6)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)O[C@H]8[C@@H]([C@H]([C@@H](CO8)O)O)O
InChI InChI=1S/C45H70O16/c1-21-9-14-45(40(54)55)16-15-43(5)22(23(45)17-21)7-8-28-42(4)12-11-29(41(2,3)27(42)10-13-44(28,43)6)59-39-36(61-37-33(52)30(49)24(47)19-56-37)35(25(48)20-57-39)60-38-34(53)32(51)31(50)26(18-46)58-38/h7,23-39,46-53H,1,8-20H2,2-6H3,(H,54,55)/t23-,24+,25-,26+,27-,28+,29-,30-,31+,32-,33+,34+,35-,36+,37-,38-,39-,42-,43+,44+,45-/m0/s1
InChI Key KKTHPQLQBLJVCR-KQYXKNRKSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C45H70O16
Molecular Weight 867.00 g/mol
Exact Mass 866.46638614 g/mol
Topological Polar Surface Area (TPSA) 255.00 Ų
XlogP 1.60
Atomic LogP (AlogP) 1.51
H-Bond Acceptor 15
H-Bond Donor 9
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2S,3R,4S,5S)-5-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-6a,6b,9,9,12a-pentamethyl-2-methylidene-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-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 + 0.7709 77.09%
Caco-2 - 0.8810 88.10%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.8311 83.11%
OATP2B1 inhibitior - 0.8756 87.56%
OATP1B1 inhibitior + 0.7137 71.37%
OATP1B3 inhibitior - 0.5076 50.76%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6526 65.26%
BSEP inhibitior + 0.7546 75.46%
P-glycoprotein inhibitior + 0.7494 74.94%
P-glycoprotein substrate - 0.6620 66.20%
CYP3A4 substrate + 0.7255 72.55%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8798 87.98%
CYP3A4 inhibition - 0.8823 88.23%
CYP2C9 inhibition - 0.8494 84.94%
CYP2C19 inhibition - 0.8753 87.53%
CYP2D6 inhibition - 0.9408 94.08%
CYP1A2 inhibition - 0.8738 87.38%
CYP2C8 inhibition + 0.7059 70.59%
CYP inhibitory promiscuity - 0.9674 96.74%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6456 64.56%
Eye corrosion - 0.9885 98.85%
Eye irritation - 0.9092 90.92%
Skin irritation - 0.5881 58.81%
Skin corrosion - 0.9420 94.20%
Ames mutagenesis - 0.6870 68.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7148 71.48%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.8809 88.09%
skin sensitisation - 0.8777 87.77%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity - 0.7250 72.50%
Nephrotoxicity - 0.7731 77.31%
Acute Oral Toxicity (c) III 0.7897 78.97%
Estrogen receptor binding + 0.7665 76.65%
Androgen receptor binding + 0.7330 73.30%
Thyroid receptor binding - 0.6261 62.61%
Glucocorticoid receptor binding + 0.6021 60.21%
Aromatase binding + 0.6503 65.03%
PPAR gamma + 0.7369 73.69%
Honey bee toxicity - 0.6979 69.79%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.5055 50.55%
Fish aquatic toxicity + 0.9697 96.97%

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 97.11% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.77% 96.09%
CHEMBL2581 P07339 Cathepsin D 94.19% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.61% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.75% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.60% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.27% 95.89%
CHEMBL5028 O14672 ADAM10 85.48% 97.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.10% 86.33%
CHEMBL237 P41145 Kappa opioid receptor 83.38% 98.10%
CHEMBL5255 O00206 Toll-like receptor 4 83.08% 92.50%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 82.36% 94.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.72% 99.17%
CHEMBL233 P35372 Mu opioid receptor 81.04% 97.93%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.35% 90.71%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.30% 95.50%
CHEMBL340 P08684 Cytochrome P450 3A4 80.03% 91.19%

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.
Akebia trifoliata
Gymnospermium smirnovii

Cross-Links

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PubChem 101683943
LOTUS LTS0027792
wikiData Q105142365