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8-[4,5-dihydroxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-1,9-dihydroxy-4a,4b,7,7,10a-pentamethyl-5'-[3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutan-2-yl]spiro[3,4,5,6,6a,8,9,10,10b,11-decahydro-1H-chrysene-2,3'-oxolane]-2'-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

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Internal ID 5cbe20ec-c0b7-418b-afa0-dfec33d316b2
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name 8-[4,5-dihydroxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-1,9-dihydroxy-4a,4b,7,7,10a-pentamethyl-5'-[3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutan-2-yl]spiro[3,4,5,6,6a,8,9,10,10b,11-decahydro-1H-chrysene-2,3'-oxolane]-2'-one
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(COC2OC3C(CC4(C(C3(C)C)CCC5(C4CC=C6C5(CCC7(C6O)CC(OC7=O)C(C)C(C)OC8C(C(C(C(O8)CO)O)O)O)C)C)C)O)O)O)O)O)O
SMILES (Isomeric) CC1C(C(C(C(O1)OC2C(C(COC2OC3C(CC4(C(C3(C)C)CCC5(C4CC=C6C5(CCC7(C6O)CC(OC7=O)C(C)C(C)OC8C(C(C(C(O8)CO)O)O)O)C)C)C)O)O)O)O)O)O
InChI InChI=1S/C47H76O19/c1-19(20(2)61-39-35(57)33(55)31(53)26(17-48)63-39)25-16-47(42(59)64-25)14-13-45(7)22(37(47)58)9-10-28-44(6)15-23(49)38(43(4,5)27(44)11-12-46(28,45)8)66-41-36(30(52)24(50)18-60-41)65-40-34(56)32(54)29(51)21(3)62-40/h9,19-21,23-41,48-58H,10-18H2,1-8H3
InChI Key VMBMWFJZQDFRLG-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C47H76O19
Molecular Weight 945.10 g/mol
Exact Mass 944.49808019 g/mol
Topological Polar Surface Area (TPSA) 304.00 Ų
XlogP 0.10
Atomic LogP (AlogP) -0.87
H-Bond Acceptor 19
H-Bond Donor 11
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 8-[4,5-dihydroxy-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]oxy-1,9-dihydroxy-4a,4b,7,7,10a-pentamethyl-5'-[3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutan-2-yl]spiro[3,4,5,6,6a,8,9,10,10b,11-decahydro-1H-chrysene-2,3'-oxolane]-2'-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8593 85.93%
Caco-2 - 0.8900 89.00%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.8538 85.38%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8258 82.58%
OATP1B3 inhibitior - 0.2138 21.38%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.7755 77.55%
P-glycoprotein inhibitior + 0.7524 75.24%
P-glycoprotein substrate + 0.6170 61.70%
CYP3A4 substrate + 0.7373 73.73%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8577 85.77%
CYP3A4 inhibition - 0.9081 90.81%
CYP2C9 inhibition - 0.8652 86.52%
CYP2C19 inhibition - 0.9198 91.98%
CYP2D6 inhibition - 0.9299 92.99%
CYP1A2 inhibition - 0.9086 90.86%
CYP2C8 inhibition + 0.7138 71.38%
CYP inhibitory promiscuity - 0.9357 93.57%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.5124 51.24%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.9047 90.47%
Skin irritation - 0.5174 51.74%
Skin corrosion - 0.9392 93.92%
Ames mutagenesis - 0.5970 59.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7478 74.78%
Micronuclear - 0.8700 87.00%
Hepatotoxicity - 0.6250 62.50%
skin sensitisation - 0.9021 90.21%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity - 0.5750 57.50%
Nephrotoxicity - 0.7708 77.08%
Acute Oral Toxicity (c) III 0.6216 62.16%
Estrogen receptor binding + 0.7948 79.48%
Androgen receptor binding + 0.7354 73.54%
Thyroid receptor binding - 0.5269 52.69%
Glucocorticoid receptor binding + 0.7466 74.66%
Aromatase binding + 0.6611 66.11%
PPAR gamma + 0.7908 79.08%
Honey bee toxicity - 0.6334 63.34%
Biodegradation - 0.6250 62.50%
Crustacea aquatic toxicity - 0.5450 54.50%
Fish aquatic toxicity + 0.9565 95.65%

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 98.54% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.69% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.29% 97.25%
CHEMBL3714130 P46095 G-protein coupled receptor 6 94.34% 97.36%
CHEMBL2581 P07339 Cathepsin D 93.89% 98.95%
CHEMBL226 P30542 Adenosine A1 receptor 91.01% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.01% 97.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.73% 94.45%
CHEMBL218 P21554 Cannabinoid CB1 receptor 89.69% 96.61%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.22% 95.56%
CHEMBL221 P23219 Cyclooxygenase-1 88.39% 90.17%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.99% 100.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 87.68% 96.77%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 87.60% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.11% 94.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.70% 95.89%
CHEMBL1951 P21397 Monoamine oxidase A 86.23% 91.49%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 86.11% 96.21%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 84.91% 91.07%
CHEMBL1937 Q92769 Histone deacetylase 2 84.52% 94.75%
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 84.51% 92.78%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 83.57% 86.92%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 81.65% 97.14%
CHEMBL3401 O75469 Pregnane X receptor 81.54% 94.73%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 80.92% 93.00%

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.
Sesamum alatum

Cross-Links

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PubChem 163031058
LOTUS LTS0158385
wikiData Q105288881