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[(2R,3S,4S,5R,6S)-6-[(2S,3R,4S,5R,6R)-6-[[(1S,3R,4S,4aR,8aR)-4-[(E)-5-hydroxy-3-methylpent-3-enyl]-3,4,8,8a-tetramethyl-1,2,3,4a,5,6-hexahydronaphthalen-1-yl]oxy]-4,5-dihydroxy-2-methyloxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl 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 1832ebd6-a7fd-4bc2-b7d9-6965b88a9bfe
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name [(2R,3S,4S,5R,6S)-6-[(2S,3R,4S,5R,6R)-6-[[(1S,3R,4S,4aR,8aR)-4-[(E)-5-hydroxy-3-methylpent-3-enyl]-3,4,8,8a-tetramethyl-1,2,3,4a,5,6-hexahydronaphthalen-1-yl]oxy]-4,5-dihydroxy-2-methyloxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl acetate
SMILES (Canonical) CC1CC(C2(C(C1(C)CCC(=CCO)C)CCC=C2C)C)OC3C(C(C(C(O3)C)OC4C(C(C(C(O4)COC(=O)C)O)O)O)O)O
SMILES (Isomeric) C[C@@H]1C[C@@H]([C@@]2([C@@H]([C@@]1(C)CC/C(=C/CO)/C)CCC=C2C)C)O[C@H]3[C@@H]([C@@H]([C@H]([C@@H](O3)C)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)COC(=O)C)O)O)O)O)O
InChI InChI=1S/C34H56O12/c1-17(12-14-35)11-13-33(6)19(3)15-24(34(7)18(2)9-8-10-23(33)34)45-31-29(41)27(39)30(20(4)43-31)46-32-28(40)26(38)25(37)22(44-32)16-42-21(5)36/h9,12,19-20,22-32,35,37-41H,8,10-11,13-16H2,1-7H3/b17-12+/t19-,20+,22-,23-,24+,25-,26+,27+,28-,29-,30+,31+,32+,33+,34+/m1/s1
InChI Key DWPUNHOAXLOGHJ-YSRZHKQHSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C34H56O12
Molecular Weight 656.80 g/mol
Exact Mass 656.37717722 g/mol
Topological Polar Surface Area (TPSA) 185.00 Ų
XlogP 2.00
Atomic LogP (AlogP) 1.72
H-Bond Acceptor 12
H-Bond Donor 6
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3S,4S,5R,6S)-6-[(2S,3R,4S,5R,6R)-6-[[(1S,3R,4S,4aR,8aR)-4-[(E)-5-hydroxy-3-methylpent-3-enyl]-3,4,8,8a-tetramethyl-1,2,3,4a,5,6-hexahydronaphthalen-1-yl]oxy]-4,5-dihydroxy-2-methyloxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6113 61.13%
Caco-2 - 0.8760 87.60%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.8234 82.34%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8452 84.52%
OATP1B3 inhibitior - 0.3109 31.09%
MATE1 inhibitior - 0.9812 98.12%
OCT2 inhibitior - 0.6526 65.26%
BSEP inhibitior + 0.7390 73.90%
P-glycoprotein inhibitior + 0.6861 68.61%
P-glycoprotein substrate - 0.5699 56.99%
CYP3A4 substrate + 0.7008 70.08%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8827 88.27%
CYP3A4 inhibition - 0.9650 96.50%
CYP2C9 inhibition - 0.9248 92.48%
CYP2C19 inhibition - 0.9054 90.54%
CYP2D6 inhibition - 0.9510 95.10%
CYP1A2 inhibition - 0.8658 86.58%
CYP2C8 inhibition + 0.6190 61.90%
CYP inhibitory promiscuity - 0.9442 94.42%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6743 67.43%
Eye corrosion - 0.9910 99.10%
Eye irritation - 0.9298 92.98%
Skin irritation - 0.6203 62.03%
Skin corrosion - 0.9564 95.64%
Ames mutagenesis - 0.7070 70.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6444 64.44%
Micronuclear - 0.9000 90.00%
Hepatotoxicity - 0.7716 77.16%
skin sensitisation - 0.9168 91.68%
Respiratory toxicity - 0.5778 57.78%
Reproductive toxicity + 0.8333 83.33%
Mitochondrial toxicity - 0.6625 66.25%
Nephrotoxicity - 0.7698 76.98%
Acute Oral Toxicity (c) III 0.5960 59.60%
Estrogen receptor binding + 0.7541 75.41%
Androgen receptor binding + 0.6178 61.78%
Thyroid receptor binding - 0.5858 58.58%
Glucocorticoid receptor binding + 0.6547 65.47%
Aromatase binding + 0.6970 69.70%
PPAR gamma + 0.6577 65.77%
Honey bee toxicity - 0.7302 73.02%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5045 50.45%
Fish aquatic toxicity + 0.9397 93.97%

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 98.14% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.41% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.07% 97.25%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.14% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.87% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.81% 97.09%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 90.48% 97.21%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.42% 99.17%
CHEMBL3401 O75469 Pregnane X receptor 87.94% 94.73%
CHEMBL5255 O00206 Toll-like receptor 4 86.65% 92.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.15% 100.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.38% 96.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.77% 95.89%
CHEMBL2581 P07339 Cathepsin D 84.66% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.55% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.54% 95.56%
CHEMBL340 P08684 Cytochrome P450 3A4 82.61% 91.19%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 81.35% 95.50%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.74% 93.00%
CHEMBL5028 O14672 ADAM10 80.04% 97.50%

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.
There are no matching plants.

Cross-Links

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PubChem 16109821
LOTUS LTS0107017
wikiData Q104990687