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[(3R,4R,5R,6S)-6-[[7-[(2R,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-2-ethenyl-2,4b,8,8-tetramethyl-4,4a,5,6,7,8a,9,10-octahydro-3H-phenanthren-3-yl]oxy]-4,5-dihydroxyoxan-3-yl] acetate

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 0b84e879-70f2-4689-9588-480ebcf01b3b
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name [(3R,4R,5R,6S)-6-[[7-[(2R,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-2-ethenyl-2,4b,8,8-tetramethyl-4,4a,5,6,7,8a,9,10-octahydro-3H-phenanthren-3-yl]oxy]-4,5-dihydroxyoxan-3-yl] acetate
SMILES (Canonical) CC(=O)OC1COC(C(C1O)O)OC2CC3C(=CC2(C)C=C)CCC4C3(CCC(C4(C)C)OC5C(C(C(O5)CO)O)O)C
SMILES (Isomeric) CC(=O)O[C@@H]1CO[C@H]([C@@H]([C@H]1O)O)OC2CC3C(=CC2(C)C=C)CCC4C3(CCC(C4(C)C)O[C@H]5[C@@H]([C@H]([C@@H](O5)CO)O)O)C
InChI InChI=1S/C32H50O11/c1-7-31(5)13-17-8-9-21-30(3,4)22(42-29-27(38)24(35)19(14-33)41-29)10-11-32(21,6)18(17)12-23(31)43-28-26(37)25(36)20(15-39-28)40-16(2)34/h7,13,18-29,33,35-38H,1,8-12,14-15H2,2-6H3/t18?,19-,20+,21?,22?,23?,24-,25-,26+,27+,28-,29-,31?,32?/m0/s1
InChI Key YCGSCIAVSIGKCJ-BEEHYDAGSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H50O11
Molecular Weight 610.70 g/mol
Exact Mass 610.33531241 g/mol
Topological Polar Surface Area (TPSA) 164.00 Ų
XlogP 2.20
Atomic LogP (AlogP) 1.58
H-Bond Acceptor 11
H-Bond Donor 5
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(3R,4R,5R,6S)-6-[[7-[(2R,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-2-ethenyl-2,4b,8,8-tetramethyl-4,4a,5,6,7,8a,9,10-octahydro-3H-phenanthren-3-yl]oxy]-4,5-dihydroxyoxan-3-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8097 80.97%
Caco-2 - 0.8621 86.21%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.8488 84.88%
OATP2B1 inhibitior - 0.8611 86.11%
OATP1B1 inhibitior + 0.7969 79.69%
OATP1B3 inhibitior - 0.2988 29.88%
MATE1 inhibitior - 0.9812 98.12%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.6612 66.12%
P-glycoprotein inhibitior + 0.6977 69.77%
P-glycoprotein substrate - 0.6654 66.54%
CYP3A4 substrate + 0.7256 72.56%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8827 88.27%
CYP3A4 inhibition - 0.9124 91.24%
CYP2C9 inhibition - 0.8381 83.81%
CYP2C19 inhibition - 0.8796 87.96%
CYP2D6 inhibition - 0.9303 93.03%
CYP1A2 inhibition - 0.8697 86.97%
CYP2C8 inhibition + 0.5829 58.29%
CYP inhibitory promiscuity - 0.8975 89.75%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.5623 56.23%
Eye corrosion - 0.9877 98.77%
Eye irritation - 0.9288 92.88%
Skin irritation - 0.5519 55.19%
Skin corrosion - 0.9374 93.74%
Ames mutagenesis - 0.6170 61.70%
Human Ether-a-go-go-Related Gene inhibition + 0.8181 81.81%
Micronuclear - 0.8900 89.00%
Hepatotoxicity - 0.7100 71.00%
skin sensitisation - 0.8915 89.15%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity - 0.5625 56.25%
Nephrotoxicity - 0.8731 87.31%
Acute Oral Toxicity (c) III 0.7158 71.58%
Estrogen receptor binding + 0.6696 66.96%
Androgen receptor binding + 0.6615 66.15%
Thyroid receptor binding - 0.5263 52.63%
Glucocorticoid receptor binding + 0.6205 62.05%
Aromatase binding + 0.6544 65.44%
PPAR gamma + 0.6430 64.30%
Honey bee toxicity - 0.6407 64.07%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5555 55.55%
Fish aquatic toxicity + 0.9851 98.51%

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 98.79% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.34% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.99% 94.45%
CHEMBL2581 P07339 Cathepsin D 90.79% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.02% 97.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.98% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.59% 89.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 87.54% 91.24%
CHEMBL5028 O14672 ADAM10 87.31% 97.50%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.99% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.46% 99.17%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.08% 95.89%
CHEMBL340 P08684 Cytochrome P450 3A4 83.05% 91.19%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.04% 92.94%
CHEMBL3922 P50579 Methionine aminopeptidase 2 81.75% 97.28%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 81.67% 82.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.22% 95.56%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 80.87% 95.50%
CHEMBL5255 O00206 Toll-like receptor 4 80.60% 92.50%

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.
Microlepia marginata

Cross-Links

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PubChem 5319281
NPASS NPC19906
LOTUS LTS0168862
wikiData Q105346249