Hederacolchiside E

Details

• Internal ID: 42f4e99e-f0e3-4527-8ebf-e9b9d783e742
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
• IUPAC Name: [(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxymethyl]-3,4,5-trihydroxyoxan-2-yl] (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2S,3R,4S,5S)-4-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(OC(C(C2O)O)OCC3C(C(C(C(O3)OC(=O)C45CCC(CC4C6=CCC7C8(CCC(C(C8CCC7(C6(CC5)C)C)(C)C)OC9C(C(C(CO9)OC1C(C(C(C(O1)CO)O)O)O)O)OC1C(C(C(C(O1)C)O)O)O)C)(C)C)O)O)O)CO)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H](O[C@H]([C@@H]([C@H]2O)O)OC[C@@H]3[C@H]([C@@H]([C@H]([C@@H](O3)OC(=O)[C@@]45CC[C@@]6(C(=CC[C@H]7[C@]6(CC[C@@H]8[C@@]7(CC[C@@H](C8(C)C)O[C@H]9[C@@H]([C@H]([C@H](CO9)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O)O[C@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)C)O)O)O)C)C)[C@@H]4CC(CC5)(C)C)C)O)O)O)CO)O)O)O
• InChI: InChI=1S/C65H106O30/c1-25-36(68)41(73)46(78)54(86-25)93-51-30(22-67)89-53(50(82)45(51)77)84-23-31-39(71)44(76)49(81)57(90-31)95-59(83)65-18-16-60(3,4)20-28(65)27-10-11-34-62(7)14-13-35(61(5,6)33(62)12-15-64(34,9)63(27,8)17-19-65)92-58-52(94-55-47(79)42(74)37(69)26(2)87-55)40(72)32(24-85-58)91-56-48(80)43(75)38(70)29(21-66)88-56/h10,25-26,28-58,66-82H,11-24H2,1-9H3/t25-,26-,28-,29+,30+,31+,32-,33-,34+,35-,36-,37-,38+,39+,40-,41+,42+,43-,44-,45+,46+,47+,48+,49+,50+,51+,52+,53+,54-,55-,56-,57-,58-,62-,63+,64+,65-/m0/s1
• InChI Key: DXLORNSIGDEVQK-ORHSKWSZSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₅H₁₀₆O₃₀
• Molecular Weight: 1367.50 g/mol
• Exact Mass: 1366.67689196 g/mol
• Topological Polar Surface Area (TPSA): 472.00 Ų
• XlogP: -2.30
• Atomic LogP (AlogP): -3.69
• H-Bond Acceptor: 30
• H-Bond Donor: 17
• Rotatable Bonds: 15

Synonyms

• 33783-82-3
• Hederacholchiside E
• CHEMBL4165893
• DTXSID201316054
• AKOS040760443
• D84974

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7499	74.99%
Caco-2	-	0.8727	87.27%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8758	87.58%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8293	82.93%
OATP1B3 inhibitior	-	0.5977	59.77%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5776	57.76%
BSEP inhibitior	+	0.9052	90.52%
P-glycoprotein inhibitior	+	0.7445	74.45%
P-glycoprotein substrate	-	0.5848	58.48%
CYP3A4 substrate	+	0.7415	74.15%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8587	85.87%
CYP3A4 inhibition	-	0.9589	95.89%
CYP2C9 inhibition	-	0.8763	87.63%
CYP2C19 inhibition	-	0.9003	90.03%
CYP2D6 inhibition	-	0.9427	94.27%
CYP1A2 inhibition	-	0.8671	86.71%
CYP2C8 inhibition	+	0.7567	75.67%
CYP inhibitory promiscuity	-	0.9423	94.23%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6313	63.13%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.8985	89.85%
Skin irritation	-	0.6520	65.20%
Skin corrosion	-	0.9500	95.00%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7743	77.43%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	-	0.9250	92.50%
skin sensitisation	-	0.8940	89.40%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	-	0.7750	77.50%
Nephrotoxicity	-	0.9491	94.91%
Acute Oral Toxicity (c)	III	0.7822	78.22%
Estrogen receptor binding	+	0.7766	77.66%
Androgen receptor binding	+	0.7460	74.60%
Thyroid receptor binding	+	0.6150	61.50%
Glucocorticoid receptor binding	+	0.7897	78.97%
Aromatase binding	+	0.6871	68.71%
PPAR gamma	+	0.8307	83.07%
Honey bee toxicity	-	0.6191	61.91%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5005	50.05%
Fish aquatic toxicity	+	0.9603	96.03%

Targets

Proven Targets:

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	98.84%	91.11%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	96.00%	95.17%
CHEMBL3714130	P46095	G-protein coupled receptor 6	94.73%	97.36%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.61%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.09%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	92.70%	90.17%
CHEMBL2581	P07339	Cathepsin D	91.16%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.92%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.83%	94.45%
CHEMBL226	P30542	Adenosine A1 receptor	86.29%	95.93%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.28%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.13%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.05%	95.50%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.96%	96.77%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.01%	95.56%
CHEMBL5255	O00206	Toll-like receptor 4	83.87%	92.50%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	83.40%	83.57%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.18%	86.92%
CHEMBL5028	O14672	ADAM10	82.10%	97.50%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	81.43%	97.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.32%	99.17%

Plants that contains it

• Hedera colchica
• Pulsatilla chinensis

Cross-Links

• PubChem: 101358459
• NPASS: NPC225505
• LOTUS: LTS0107434
• wikiData: Q104399464