Rehmannioside C

Details

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Internal ID 54806a28-36f8-47fe-8b54-7f67fc7a158c
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Iridoid O-glycosides
IUPAC Name (2S,3R,4S,5S,6R)-2-[[(1S,4aR,5R,7S,7aS)-5-hydroxy-7-methyl-7-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-1-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC1(CC(C2C1C(OC=C2)OC3C(C(C(C(O3)CO)O)O)O)O)OC4C(C(C(C(O4)CO)O)O)O
SMILES (Isomeric) C[C@@]1(C[C@H]([C@H]2[C@@H]1[C@@H](OC=C2)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O)O[C@@H]4[C@@H]([C@H]([C@H]([C@H](O4)CO)O)O)O
InChI InChI=1S/C21H34O14/c1-21(35-20-17(30)15(28)13(26)10(6-23)33-20)4-8(24)7-2-3-31-18(11(7)21)34-19-16(29)14(27)12(25)9(5-22)32-19/h2-3,7-20,22-30H,4-6H2,1H3/t7-,8+,9+,10+,11+,12+,13-,14-,15-,16+,17+,18-,19-,20+,21-/m0/s1
InChI Key MITBZAODGSBUIS-YSCABPIUSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C21H34O14
Molecular Weight 510.50 g/mol
Exact Mass 510.19485575 g/mol
Topological Polar Surface Area (TPSA) 228.00 Ų
XlogP -3.80
Atomic LogP (AlogP) -4.75
H-Bond Acceptor 14
H-Bond Donor 9
Rotatable Bonds 6

Synonyms

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81720-07-2
Rhmannioside C
HY-N2400
AKOS040750437
AC-34169
MS-29473
CS-0022602
(2S,3R,4S,5S,6R)-2-[[(1S,4Ar,5R,7S,7aS)-5-hydroxy-7-methyl-7-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-1-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

2D Structure

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2D Structure of Rehmannioside C

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6593 65.93%
Caco-2 - 0.8788 87.88%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.4836 48.36%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8448 84.48%
OATP1B3 inhibitior + 0.9598 95.98%
MATE1 inhibitior - 0.9412 94.12%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior - 0.9692 96.92%
P-glycoprotein inhibitior - 0.7736 77.36%
P-glycoprotein substrate - 0.8385 83.85%
CYP3A4 substrate + 0.6055 60.55%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8250 82.50%
CYP3A4 inhibition - 0.9521 95.21%
CYP2C9 inhibition - 0.9406 94.06%
CYP2C19 inhibition - 0.8605 86.05%
CYP2D6 inhibition - 0.9236 92.36%
CYP1A2 inhibition - 0.9117 91.17%
CYP2C8 inhibition - 0.7504 75.04%
CYP inhibitory promiscuity - 0.8906 89.06%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5728 57.28%
Eye corrosion - 0.9920 99.20%
Eye irritation - 0.9602 96.02%
Skin irritation - 0.8069 80.69%
Skin corrosion - 0.9521 95.21%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6842 68.42%
Micronuclear - 0.7800 78.00%
Hepatotoxicity - 0.8677 86.77%
skin sensitisation - 0.8994 89.94%
Respiratory toxicity - 0.5444 54.44%
Reproductive toxicity + 0.6333 63.33%
Mitochondrial toxicity - 0.5875 58.75%
Nephrotoxicity - 0.7303 73.03%
Acute Oral Toxicity (c) III 0.4408 44.08%
Estrogen receptor binding + 0.5266 52.66%
Androgen receptor binding - 0.5000 50.00%
Thyroid receptor binding + 0.5447 54.47%
Glucocorticoid receptor binding - 0.5983 59.83%
Aromatase binding + 0.6572 65.72%
PPAR gamma + 0.5877 58.77%
Honey bee toxicity - 0.6839 68.39%
Biodegradation - 0.6250 62.50%
Crustacea aquatic toxicity - 0.6900 69.00%
Fish aquatic toxicity - 0.5792 57.92%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.35% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.99% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.29% 97.09%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 87.19% 95.83%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.48% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 82.53% 85.14%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.26% 95.89%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.01% 92.94%
CHEMBL226 P30542 Adenosine A1 receptor 81.58% 95.93%
CHEMBL3401 O75469 Pregnane X receptor 81.39% 94.73%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 80.33% 86.92%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.10% 100.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 125181686
LOTUS LTS0003754
wikiData Q105165220