(1R,5R,7R,9R,13R,15S)-15-hydroxy-7-[(2R,3R,4R,5R,6R)-6-(hydroxymethyl)-3-(3-methylbutanoyloxy)-4,5-disulfooxyoxan-2-yl]oxy-9-methyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid

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	3f251d62-7326-4281-9a83-e9837a28920a
Taxonomy	Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
IUPAC Name	(1R,5R,7R,9R,13R,15S)-15-hydroxy-7-[(2R,3R,4R,5R,6R)-6-(hydroxymethyl)-3-(3-methylbutanoyloxy)-4,5-disulfooxyoxan-2-yl]oxy-9-methyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid
SMILES (Canonical)	CC(C)CC(=O)OC1C(C(C(OC1OC2CC(C3CCC45CC(CCC4C3(C2)C)C(=C)C5O)C(=O)O)CO)OS(=O)(=O)O)OS(=O)(=O)O
SMILES (Isomeric)	CC(C)CC(=O)O[C@@H]1[C@H]([C@@H]([C@H](O[C@H]1O[C@@H]2C[C@H](C3CC[C@@]45C[C@@H](CCC4[C@@]3(C2)C)C(=C)[C@@H]5O)C(=O)O)CO)OS(=O)(=O)O)OS(=O)(=O)O
InChI	InChI=1S/C30H46O16S2/c1-14(2)9-22(32)44-25-24(46-48(39,40)41)23(45-47(36,37)38)20(13-31)43-28(25)42-17-10-18(27(34)35)19-7-8-30-11-16(15(3)26(30)33)5-6-21(30)29(19,4)12-17/h14,16-21,23-26,28,31,33H,3,5-13H2,1-2,4H3,(H,34,35)(H,36,37,38)(H,39,40,41)/t16-,17-,18-,19?,20-,21?,23-,24+,25-,26+,28-,29-,30-/m1/s1
InChI Key	FYQXODZRNSCOTR-GFZWLDATSA-N
Popularity	0 references in papers

Physical and Chemical Properties

Top

Molecular Formula	C₃₀H₄₆O₁₆S₂
Molecular Weight	726.80 g/mol
Exact Mass	726.22272772 g/mol
Topological Polar Surface Area (TPSA)	266.00 Å²
XlogP	1.20
Atomic LogP (AlogP)	1.67
H-Bond Acceptor	13
H-Bond Donor	5
Rotatable Bonds	11

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	+	0.9171	91.71%
Caco-2	-	0.8642	86.42%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.5012	50.12%
OATP2B1 inhibitior	-	0.5779	57.79%
OATP1B1 inhibitior	+	0.9268	92.68%
OATP1B3 inhibitior	+	0.9340	93.40%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8776	87.76%
BSEP inhibitior	+	0.8249	82.49%
P-glycoprotein inhibitior	+	0.6878	68.78%
P-glycoprotein substrate	+	0.5763	57.63%
CYP3A4 substrate	+	0.7189	71.89%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8725	87.25%
CYP3A4 inhibition	-	0.8197	81.97%
CYP2C9 inhibition	-	0.7298	72.98%
CYP2C19 inhibition	-	0.7152	71.52%
CYP2D6 inhibition	-	0.8723	87.23%
CYP1A2 inhibition	-	0.7165	71.65%
CYP2C8 inhibition	+	0.6462	64.62%
CYP inhibitory promiscuity	-	0.8230	82.30%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.5900	59.00%
Carcinogenicity (trinary)	Non-required	0.6164	61.64%
Eye corrosion	-	0.9780	97.80%
Eye irritation	-	0.9121	91.21%
Skin irritation	-	0.7609	76.09%
Skin corrosion	-	0.9116	91.16%
Ames mutagenesis	-	0.6828	68.28%
Human Ether-a-go-go-Related Gene inhibition	+	0.8241	82.41%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	+	0.9125	91.25%
skin sensitisation	-	0.8587	85.87%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.8090	80.90%
Acute Oral Toxicity (c)	III	0.5776	57.76%
Estrogen receptor binding	+	0.7473	74.73%
Androgen receptor binding	+	0.7367	73.67%
Thyroid receptor binding	-	0.5897	58.97%
Glucocorticoid receptor binding	+	0.6210	62.10%
Aromatase binding	+	0.6083	60.83%
PPAR gamma	+	0.6458	64.58%
Honey bee toxicity	-	0.6843	68.43%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6855	68.55%
Fish aquatic toxicity	+	0.9973	99.73%

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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.83%	96.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	97.57%	96.38%
CHEMBL226	P30542	Adenosine A1 receptor	96.55%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.20%	94.45%
CHEMBL2581	P07339	Cathepsin D	92.90%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.03%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.47%	97.09%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	91.03%	95.50%
CHEMBL5255	O00206	Toll-like receptor 4	90.40%	92.50%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.01%	91.11%
CHEMBL4588	P22894	Matrix metalloproteinase 8	89.78%	94.66%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	88.38%	94.97%
CHEMBL237	P41145	Kappa opioid receptor	86.69%	98.10%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.57%	86.92%
CHEMBL340	P08684	Cytochrome P450 3A4	86.04%	91.19%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.47%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.21%	100.00%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	84.33%	92.32%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.73%	94.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.65%	97.14%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	83.56%	82.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.95%	95.89%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.03%	100.00%
CHEMBL5028	O14672	ADAM10	81.91%	97.50%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.78%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.66%	95.56%
CHEMBL2996	Q05655	Protein kinase C delta	81.27%	97.79%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.25%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.54%	89.00%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	80.39%	94.08%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.03%	96.61%

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.