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(2S,4aR,6aR,6aS,6bR,8aR,10S,12aR,14bR)-2-methoxycarbonyl-2,6a,6b,9,9,12a-hexamethyl-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-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 1b1cfee4-df2e-468f-bd4c-efa3fb6773b4
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name (2S,4aR,6aR,6aS,6bR,8aR,10S,12aR,14bR)-2-methoxycarbonyl-2,6a,6b,9,9,12a-hexamethyl-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-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(C(O4)CO)O)O)O)C)CC=C5C3(CCC6(C5CC(CC6)(C)C(=O)OC)C(=O)O)C)C)C
SMILES (Isomeric) C[C@@]1(CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)C)C)[C@H]2C1)C)C(=O)O)C(=O)OC
InChI InChI=1S/C37H58O10/c1-32(2)23-10-13-36(6)24(34(23,4)12-11-25(32)47-29-28(41)27(40)26(39)22(19-38)46-29)9-8-20-21-18-33(3,31(44)45-7)14-16-37(21,30(42)43)17-15-35(20,36)5/h8,21-29,38-41H,9-19H2,1-7H3,(H,42,43)/t21-,22-,23+,24-,25+,26-,27+,28-,29+,33+,34+,35-,36-,37+/m1/s1
InChI Key DLNAGMLXUYEHQS-UUSAZWJISA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C37H58O10
Molecular Weight 662.80 g/mol
Exact Mass 662.40299804 g/mol
Topological Polar Surface Area (TPSA) 163.00 Ų
XlogP 4.60
Atomic LogP (AlogP) 4.21
H-Bond Acceptor 9
H-Bond Donor 5
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,4aR,6aR,6aS,6bR,8aR,10S,12aR,14bR)-2-methoxycarbonyl-2,6a,6b,9,9,12a-hexamethyl-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-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 + 0.8206 82.06%
Caco-2 - 0.8478 84.78%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.8768 87.68%
OATP2B1 inhibitior - 0.5863 58.63%
OATP1B1 inhibitior - 0.3698 36.98%
OATP1B3 inhibitior - 0.3136 31.36%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior + 0.5500 55.00%
BSEP inhibitior - 0.5810 58.10%
P-glycoprotein inhibitior + 0.7510 75.10%
P-glycoprotein substrate - 0.8385 83.85%
CYP3A4 substrate + 0.7083 70.83%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8825 88.25%
CYP3A4 inhibition - 0.8023 80.23%
CYP2C9 inhibition - 0.8074 80.74%
CYP2C19 inhibition - 0.8580 85.80%
CYP2D6 inhibition - 0.9415 94.15%
CYP1A2 inhibition - 0.7615 76.15%
CYP2C8 inhibition + 0.6546 65.46%
CYP inhibitory promiscuity - 0.9294 92.94%
UGT catelyzed - 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.7019 70.19%
Eye corrosion - 0.9894 98.94%
Eye irritation - 0.9258 92.58%
Skin irritation - 0.6328 63.28%
Skin corrosion - 0.9479 94.79%
Ames mutagenesis - 0.8370 83.70%
Human Ether-a-go-go-Related Gene inhibition - 0.4191 41.91%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.9006 90.06%
skin sensitisation - 0.8994 89.94%
Respiratory toxicity + 0.5556 55.56%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity - 0.5625 56.25%
Nephrotoxicity + 0.4593 45.93%
Acute Oral Toxicity (c) III 0.7305 73.05%
Estrogen receptor binding + 0.6371 63.71%
Androgen receptor binding + 0.7152 71.52%
Thyroid receptor binding - 0.5750 57.50%
Glucocorticoid receptor binding + 0.6735 67.35%
Aromatase binding + 0.6860 68.60%
PPAR gamma + 0.6595 65.95%
Honey bee toxicity - 0.7486 74.86%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6500 65.00%
Fish aquatic toxicity + 0.9646 96.46%

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 98.57% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.52% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.93% 97.09%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 91.90% 96.21%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.64% 94.45%
CHEMBL5255 O00206 Toll-like receptor 4 87.48% 92.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.22% 95.56%
CHEMBL3714130 P46095 G-protein coupled receptor 6 86.32% 97.36%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.08% 99.17%
CHEMBL2581 P07339 Cathepsin D 84.72% 98.95%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 84.12% 94.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.98% 95.89%
CHEMBL5028 O14672 ADAM10 82.57% 97.50%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.07% 95.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.02% 100.00%

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.
Phytolacca icosandra

Cross-Links

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PubChem 162886684
LOTUS LTS0134290
wikiData Q104984466