(1S,2S,3S,5S,7S,8S,9S,10R,11R,15R)-12,12-dimethyl-6-methylidene-3-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-17-oxapentacyclo[8.5.2.15,8.01,11.02,8]octadecane-7,9,10,15-tetrol

Details

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Internal ID 485b4996-2c9c-4ffd-a7a5-1f4a16dacb6f
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name (1S,2S,3S,5S,7S,8S,9S,10R,11R,15R)-12,12-dimethyl-6-methylidene-3-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-17-oxapentacyclo[8.5.2.15,8.01,11.02,8]octadecane-7,9,10,15-tetrol
SMILES (Canonical) CC1(CCC(C23C1C(C(C45C2C(CC(C4)C(=C)C5O)OC6C(C(C(C(O6)CO)O)O)O)O)(OC3)O)O)C
SMILES (Isomeric) CC1(CC[C@H]([C@]23[C@@H]1[C@]([C@H]([C@]45[C@H]2[C@H](C[C@H](C4)C(=C)[C@@H]5O)O[C@H]6[C@@H]([C@H]([C@H]([C@H](O6)CO)O)O)O)O)(OC3)O)O)C
InChI InChI=1S/C26H40O11/c1-10-11-6-12(36-20-17(31)16(30)15(29)13(8-27)37-20)18-24(7-11,19(10)32)22(33)26(34)21-23(2,3)5-4-14(28)25(18,21)9-35-26/h11-22,27-34H,1,4-9H2,2-3H3/t11-,12+,13-,14-,15+,16+,17-,18-,19+,20-,21-,22+,24+,25+,26-/m1/s1
InChI Key YSEHNFZMPYGSNF-FLDHVXMZSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H40O11
Molecular Weight 528.60 g/mol
Exact Mass 528.25706209 g/mol
Topological Polar Surface Area (TPSA) 190.00 Ų
XlogP -2.20
Atomic LogP (AlogP) -2.01
H-Bond Acceptor 11
H-Bond Donor 8
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2S,3S,5S,7S,8S,9S,10R,11R,15R)-12,12-dimethyl-6-methylidene-3-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-17-oxapentacyclo[8.5.2.15,8.01,11.02,8]octadecane-7,9,10,15-tetrol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7089 70.89%
Caco-2 - 0.8411 84.11%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.8571 85.71%
Subcellular localzation Mitochondria 0.6748 67.48%
OATP2B1 inhibitior - 0.7233 72.33%
OATP1B1 inhibitior + 0.8670 86.70%
OATP1B3 inhibitior + 0.9211 92.11%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior - 0.7807 78.07%
P-glycoprotein inhibitior - 0.6585 65.85%
P-glycoprotein substrate - 0.5405 54.05%
CYP3A4 substrate + 0.6932 69.32%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8326 83.26%
CYP3A4 inhibition - 0.9153 91.53%
CYP2C9 inhibition - 0.8154 81.54%
CYP2C19 inhibition - 0.8421 84.21%
CYP2D6 inhibition - 0.9141 91.41%
CYP1A2 inhibition - 0.8609 86.09%
CYP2C8 inhibition + 0.5611 56.11%
CYP inhibitory promiscuity - 0.9214 92.14%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6340 63.40%
Eye corrosion - 0.9883 98.83%
Eye irritation - 0.9179 91.79%
Skin irritation - 0.6158 61.58%
Skin corrosion - 0.9377 93.77%
Ames mutagenesis - 0.7300 73.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7093 70.93%
Micronuclear - 0.9000 90.00%
Hepatotoxicity - 0.5925 59.25%
skin sensitisation - 0.8742 87.42%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity - 0.5375 53.75%
Nephrotoxicity + 0.5730 57.30%
Acute Oral Toxicity (c) I 0.5284 52.84%
Estrogen receptor binding + 0.5754 57.54%
Androgen receptor binding + 0.6493 64.93%
Thyroid receptor binding + 0.5829 58.29%
Glucocorticoid receptor binding - 0.5442 54.42%
Aromatase binding + 0.7603 76.03%
PPAR gamma + 0.6452 64.52%
Honey bee toxicity - 0.7253 72.53%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9692 96.92%

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 98.21% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.08% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.41% 97.09%
CHEMBL226 P30542 Adenosine A1 receptor 93.07% 95.93%
CHEMBL1937 Q92769 Histone deacetylase 2 90.32% 94.75%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.73% 94.45%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 89.66% 95.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.08% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.23% 95.89%
CHEMBL259 P32245 Melanocortin receptor 4 87.79% 95.38%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 84.60% 96.95%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 84.25% 94.23%
CHEMBL1871 P10275 Androgen Receptor 83.03% 96.43%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 82.70% 100.00%
CHEMBL253 P34972 Cannabinoid CB2 receptor 82.61% 97.25%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 82.09% 91.24%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.49% 94.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 80.20% 92.94%

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.
Isodon lihsienensis
Isodon parvifolius

Cross-Links

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PubChem 163068217
LOTUS LTS0185347
wikiData Q105359539