2-[[7-hydroxy-4-(5-hydroxy-3-methylpent-3-enyl)-4a,8,8-trimethyl-3-methylidene-2,4,5,6,7,8a-hexahydro-1H-naphthalen-2-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

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Internal ID a3c73dfc-c832-4f6d-a84a-14d8da3f8144
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name 2-[[7-hydroxy-4-(5-hydroxy-3-methylpent-3-enyl)-4a,8,8-trimethyl-3-methylidene-2,4,5,6,7,8a-hexahydro-1H-naphthalen-2-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC(=CCO)CCC1C(=C)C(CC2C1(CCC(C2(C)C)O)C)OC3C(C(C(C(O3)CO)O)O)O
SMILES (Isomeric) CC(=CCO)CCC1C(=C)C(CC2C1(CCC(C2(C)C)O)C)OC3C(C(C(C(O3)CO)O)O)O
InChI InChI=1S/C26H44O8/c1-14(9-11-27)6-7-16-15(2)17(12-19-25(3,4)20(29)8-10-26(16,19)5)33-24-23(32)22(31)21(30)18(13-28)34-24/h9,16-24,27-32H,2,6-8,10-13H2,1,3-5H3
InChI Key JECOCDKQCZSANH-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H44O8
Molecular Weight 484.60 g/mol
Exact Mass 484.30361836 g/mol
Topological Polar Surface Area (TPSA) 140.00 Ų
XlogP 1.70
Atomic LogP (AlogP) 1.27
H-Bond Acceptor 8
H-Bond Donor 6
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-[[7-hydroxy-4-(5-hydroxy-3-methylpent-3-enyl)-4a,8,8-trimethyl-3-methylidene-2,4,5,6,7,8a-hexahydro-1H-naphthalen-2-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6774 67.74%
Caco-2 - 0.7555 75.55%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.7081 70.81%
OATP2B1 inhibitior - 0.7179 71.79%
OATP1B1 inhibitior + 0.8502 85.02%
OATP1B3 inhibitior - 0.2174 21.74%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6500 65.00%
BSEP inhibitior - 0.5872 58.72%
P-glycoprotein inhibitior - 0.5485 54.85%
P-glycoprotein substrate - 0.8170 81.70%
CYP3A4 substrate + 0.6910 69.10%
CYP2C9 substrate - 0.8025 80.25%
CYP2D6 substrate - 0.8264 82.64%
CYP3A4 inhibition - 0.8483 84.83%
CYP2C9 inhibition - 0.8038 80.38%
CYP2C19 inhibition - 0.7847 78.47%
CYP2D6 inhibition - 0.9358 93.58%
CYP1A2 inhibition - 0.8126 81.26%
CYP2C8 inhibition + 0.4909 49.09%
CYP inhibitory promiscuity - 0.9448 94.48%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.7270 72.70%
Eye corrosion - 0.9889 98.89%
Eye irritation - 0.9365 93.65%
Skin irritation - 0.6424 64.24%
Skin corrosion - 0.9467 94.67%
Ames mutagenesis - 0.7870 78.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7996 79.96%
Micronuclear - 0.8800 88.00%
Hepatotoxicity - 0.7324 73.24%
skin sensitisation - 0.8647 86.47%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity - 0.5875 58.75%
Nephrotoxicity - 0.6318 63.18%
Acute Oral Toxicity (c) III 0.6713 67.13%
Estrogen receptor binding + 0.6440 64.40%
Androgen receptor binding + 0.6241 62.41%
Thyroid receptor binding + 0.5508 55.08%
Glucocorticoid receptor binding + 0.6178 61.78%
Aromatase binding + 0.6718 67.18%
PPAR gamma + 0.6210 62.10%
Honey bee toxicity - 0.6978 69.78%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9594 95.94%

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 97.51% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.36% 97.09%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 89.76% 95.50%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.83% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.77% 96.09%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.73% 100.00%
CHEMBL1977 P11473 Vitamin D receptor 85.04% 99.43%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.58% 95.89%
CHEMBL218 P21554 Cannabinoid CB1 receptor 82.37% 96.61%
CHEMBL226 P30542 Adenosine A1 receptor 82.10% 95.93%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 81.99% 96.21%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.04% 89.00%
CHEMBL2581 P07339 Cathepsin D 80.87% 98.95%

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.
Acanthospermum hispidum

Cross-Links

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PubChem 76401257
LOTUS LTS0182222
wikiData Q105125967