PlantaeDB Logo
Login Sign-up

(1R,3'S,4R,4'R,5'S,6S,7S,8R,12S,13R,14R,16R)-3',4',16-trihydroxy-14-[(2S,3R,4S,5S)-5-hydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-5',7,13-trimethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosa-2(9),18-diene-6,2'-oxane]-3-one

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

Top
Internal ID 9619e9eb-e627-405b-aceb-78dbef7fa608
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
IUPAC Name (1R,3'S,4R,4'R,5'S,6S,7S,8R,12S,13R,14R,16R)-3',4',16-trihydroxy-14-[(2S,3R,4S,5S)-5-hydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-5',7,13-trimethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosa-2(9),18-diene-6,2'-oxane]-3-one
SMILES (Canonical) CC1COC2(C(C3C(O2)C(=O)C4=C3CCC5C4CC=C6C5(C(CC(C6)O)OC7C(C(C(CO7)O)OC8C(C(C(CO8)O)O)O)OC9C(C(C(C(O9)C)O)O)O)C)C)C(C1O)O
SMILES (Isomeric) C[C@H]1CO[C@]2([C@H]([C@H]3[C@@H](O2)C(=O)C4=C3CC[C@H]5[C@H]4CC=C6[C@@]5([C@@H](C[C@@H](C6)O)O[C@H]7[C@@H]([C@H]([C@H](CO7)O)O[C@H]8[C@@H]([C@H]([C@@H](CO8)O)O)O)O[C@H]9[C@@H]([C@@H]([C@H]([C@@H](O9)C)O)O)O)C)C)[C@H]([C@@H]1O)O
InChI InChI=1S/C42H62O19/c1-14-11-56-42(37(53)27(14)46)15(2)25-20-7-8-21-19(26(20)30(49)35(25)61-42)6-5-17-9-18(43)10-24(41(17,21)4)58-40-36(60-39-33(52)31(50)28(47)16(3)57-39)34(23(45)13-55-40)59-38-32(51)29(48)22(44)12-54-38/h5,14-16,18-19,21-25,27-29,31-40,43-48,50-53H,6-13H2,1-4H3/t14-,15-,16-,18+,19+,21-,22+,23-,24+,25+,27+,28-,29-,31+,32+,33+,34-,35+,36+,37-,38-,39-,40-,41-,42-/m0/s1
InChI Key JJGBGCVEFRKNOE-TVZWVASNSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

Top
Molecular Formula C42H62O19
Molecular Weight 870.90 g/mol
Exact Mass 870.38852974 g/mol
Topological Polar Surface Area (TPSA) 293.00 Ų
XlogP -3.50
Atomic LogP (AlogP) -2.74
H-Bond Acceptor 19
H-Bond Donor 10
Rotatable Bonds 6

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of (1R,3'S,4R,4'R,5'S,6S,7S,8R,12S,13R,14R,16R)-3',4',16-trihydroxy-14-[(2S,3R,4S,5S)-5-hydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-5',7,13-trimethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icosa-2(9),18-diene-6,2'-oxane]-3-one

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8860 88.60%
Caco-2 - 0.8854 88.54%
Blood Brain Barrier - 0.8750 87.50%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.8262 82.62%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8345 83.45%
OATP1B3 inhibitior + 0.9256 92.56%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.7266 72.66%
P-glycoprotein inhibitior + 0.7043 70.43%
P-glycoprotein substrate + 0.6852 68.52%
CYP3A4 substrate + 0.7429 74.29%
CYP2C9 substrate - 0.7925 79.25%
CYP2D6 substrate - 0.8762 87.62%
CYP3A4 inhibition - 0.9535 95.35%
CYP2C9 inhibition - 0.9285 92.85%
CYP2C19 inhibition - 0.9372 93.72%
CYP2D6 inhibition - 0.9326 93.26%
CYP1A2 inhibition - 0.9123 91.23%
CYP2C8 inhibition + 0.7664 76.64%
CYP inhibitory promiscuity - 0.9617 96.17%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.4958 49.58%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.9141 91.41%
Skin irritation + 0.5296 52.96%
Skin corrosion - 0.9372 93.72%
Ames mutagenesis - 0.5854 58.54%
Human Ether-a-go-go-Related Gene inhibition + 0.6668 66.68%
Micronuclear - 0.8500 85.00%
Hepatotoxicity + 0.5073 50.73%
skin sensitisation - 0.9031 90.31%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity + 0.5455 54.55%
Acute Oral Toxicity (c) I 0.4553 45.53%
Estrogen receptor binding + 0.8441 84.41%
Androgen receptor binding + 0.7533 75.33%
Thyroid receptor binding - 0.5477 54.77%
Glucocorticoid receptor binding + 0.5399 53.99%
Aromatase binding + 0.6287 62.87%
PPAR gamma + 0.7300 73.00%
Honey bee toxicity - 0.5972 59.72%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity + 0.6100 61.00%
Fish aquatic toxicity + 0.9652 96.52%

Targets

Top

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 99.04% 91.11%
CHEMBL226 P30542 Adenosine A1 receptor 97.68% 95.93%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.50% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.42% 96.09%
CHEMBL2581 P07339 Cathepsin D 95.86% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.33% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.16% 97.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 90.29% 94.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.56% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.60% 95.56%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.92% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.40% 97.14%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.17% 95.89%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.71% 95.89%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.62% 92.62%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.24% 91.07%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.08% 99.23%

Plants that contains it

Top
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.
Trillium camschatcense

Cross-Links

Top
PubChem 101756008
NPASS NPC178830
LOTUS LTS0258475
wikiData Q105129641