[(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)-3-[(2S,3R,4R,5S,6S)-4-[(2S,3R,4S,5R)-5-[(2R,3R,4R,5S,6R)-5-[(2S,3R,4S,5S,6R)-3-[(E)-3-(3,4-dimethoxyphenyl)prop-2-enoyl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydroxyoxan-2-yl]oxy-3,5-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-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

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

Top

Internal ID	4a5bd1d3-22dc-4422-9947-03bf33575b80
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)-3-[(2S,3R,4R,5S,6S)-4-[(2S,3R,4S,5R)-5-[(2R,3R,4R,5S,6R)-5-[(2S,3R,4S,5S,6R)-3-[(E)-3-(3,4-dimethoxyphenyl)prop-2-enoyl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydroxyoxan-2-yl]oxy-3,5-dihydroxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-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)O)O)OC1C(C(C(C(O1)C)O)OC1C(C(C(CO1)OC1C(C(C(C(O1)CO)OC1C(C(C(C(O1)CO)O)O)OC(=O)C=CC1=CC(=C(C=C1)OC)OC)O)O)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)O)O[C@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)C)O)O[C@H]1[C@@H]([C@@H]([C@@H](CO1)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)OC(=O)/C=C/C1=CC(=C(C=C1)OC)OC)O)O)O)O)O)C)C)[C@@H]4CC(CC5)(C)C)C)O)O)O)CO)O)O)O
InChI	InChI=1S/C87H134O42/c1-34-51(93)57(99)63(105)75(116-34)125-68-43(29-89)119-73(65(107)60(68)102)114-32-45-55(97)58(100)64(106)77(122-45)129-81(110)87-24-22-82(3,4)27-38(87)37-14-16-48-84(7)20-19-49(83(5,6)47(84)18-21-86(48,9)85(37,8)23-25-87)123-79-71(53(95)39(91)31-113-79)128-78-67(109)70(52(94)35(2)117-78)127-74-62(104)56(98)46(33-115-74)121-76-66(108)61(103)69(44(30-90)120-76)126-80-72(59(101)54(96)42(28-88)118-80)124-50(92)17-13-36-12-15-40(111-10)41(26-36)112-11/h12-15,17,26,34-35,38-39,42-49,51-80,88-91,93-109H,16,18-25,27-33H2,1-11H3/b17-13+/t34-,35-,38-,39-,42+,43+,44+,45+,46+,47-,48+,49-,51-,52-,53-,54+,55+,56+,57+,58-,59-,60+,61+,62+,63+,64+,65+,66+,67+,68+,69+,70+,71+,72+,73+,74-,75-,76-,77-,78-,79-,80-,84-,85+,86+,87-/m0/s1
InChI Key	IBQDLEIBVBDAKK-JVUVCXICSA-N
Popularity	1 reference in papers

Physical and Chemical Properties

Top

Molecular Formula	C₈₇H₁₃₄O₄₂
Molecular Weight	1852.00 g/mol
Exact Mass	1850.8349683 g/mol
Topological Polar Surface Area (TPSA)	634.00 Å²
XlogP	-3.40
Atomic LogP (AlogP)	-5.12
H-Bond Acceptor	42
H-Bond Donor	21
Rotatable Bonds	25

Synonyms

Top

There are no found synonyms.

2D Structure

Top

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8680	86.80%
Caco-2	-	0.8587	85.87%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.7598	75.98%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8124	81.24%
OATP1B3 inhibitior	-	0.2595	25.95%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9445	94.45%
P-glycoprotein inhibitior	+	0.7423	74.23%
P-glycoprotein substrate	+	0.7147	71.47%
CYP3A4 substrate	+	0.7556	75.56%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8675	86.75%
CYP3A4 inhibition	-	0.7405	74.05%
CYP2C9 inhibition	-	0.8191	81.91%
CYP2C19 inhibition	-	0.8017	80.17%
CYP2D6 inhibition	-	0.9173	91.73%
CYP1A2 inhibition	-	0.7097	70.97%
CYP2C8 inhibition	+	0.8574	85.74%
CYP inhibitory promiscuity	-	0.9547	95.47%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6274	62.74%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.8960	89.60%
Skin irritation	-	0.7231	72.31%
Skin corrosion	-	0.9432	94.32%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7706	77.06%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.8375	83.75%
skin sensitisation	-	0.8834	88.34%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.9918	99.18%
Acute Oral Toxicity (c)	III	0.5612	56.12%
Estrogen receptor binding	+	0.5911	59.11%
Androgen receptor binding	+	0.7587	75.87%
Thyroid receptor binding	+	0.7399	73.99%
Glucocorticoid receptor binding	+	0.8141	81.41%
Aromatase binding	+	0.7341	73.41%
PPAR gamma	+	0.8177	81.77%
Honey bee toxicity	-	0.5982	59.82%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5345	53.45%
Fish aquatic toxicity	+	0.9815	98.15%

Targets

Top

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	99.59%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	99.01%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.68%	96.09%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	96.61%	95.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.53%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.24%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.38%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	95.07%	90.17%
CHEMBL3714130	P46095	G-protein coupled receptor 6	94.50%	97.36%
CHEMBL4302	P08183	P-glycoprotein 1	93.60%	92.98%
CHEMBL241	Q14432	Phosphodiesterase 3A	93.45%	92.94%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	92.32%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.01%	95.56%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	88.48%	96.21%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	87.79%	89.05%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.71%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.03%	95.89%
CHEMBL2581	P07339	Cathepsin D	86.92%	98.95%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	86.41%	97.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.77%	99.17%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	85.77%	89.62%
CHEMBL4829	O00763	Acetyl-CoA carboxylase 2	85.44%	98.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.76%	91.07%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.93%	86.92%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.71%	95.50%
CHEMBL1255126	O15151	Protein Mdm4	82.26%	90.20%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.21%	95.89%
CHEMBL5028	O14672	ADAM10	81.90%	97.50%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	81.64%	95.83%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.24%	93.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.15%	96.77%

Plants that contains it

Top

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.

Amphilophium crucigerum