14-Hydroxy-14-(hydroxymethyl)-5,9-dimethyl-8-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxytetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid

Details

• Internal ID: bfcc26e8-661a-4372-99ee-3c8d7645645f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
• IUPAC Name: 14-hydroxy-14-(hydroxymethyl)-5,9-dimethyl-8-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxytetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid
• SMILES (Canonical): CC1(CCC(C2(C1CCC34C2CCC(C3)C(C4)(CO)O)C)OC5C(C(C(C(O5)CO)O)O)O)C(=O)O
• SMILES (Isomeric): CC1(CCC(C2(C1CCC34C2CCC(C3)C(C4)(CO)O)C)OC5C(C(C(C(O5)CO)O)O)O)C(=O)O
• InChI: InChI=1S/C26H42O10/c1-23(22(32)33)7-6-17(36-21-20(31)19(30)18(29)14(10-27)35-21)24(2)15(23)5-8-25-9-13(3-4-16(24)25)26(34,11-25)12-28/h13-21,27-31,34H,3-12H2,1-2H3,(H,32,33)
• InChI Key: APRCBKBPYIBURE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₄₂O₁₀
• Molecular Weight: 514.60 g/mol
• Exact Mass: 514.27779753 g/mol
• Topological Polar Surface Area (TPSA): 177.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 0.00
• H-Bond Acceptor: 9
• H-Bond Donor: 7
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5755	57.55%
Caco-2	-	0.8055	80.55%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.6733	67.33%
OATP2B1 inhibitior	-	0.7155	71.55%
OATP1B1 inhibitior	+	0.8824	88.24%
OATP1B3 inhibitior	+	0.9443	94.43%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7784	77.84%
BSEP inhibitior	-	0.6218	62.18%
P-glycoprotein inhibitior	-	0.6681	66.81%
P-glycoprotein substrate	-	0.7881	78.81%
CYP3A4 substrate	+	0.6948	69.48%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8759	87.59%
CYP3A4 inhibition	-	0.9135	91.35%
CYP2C9 inhibition	-	0.8835	88.35%
CYP2C19 inhibition	-	0.8060	80.60%
CYP2D6 inhibition	-	0.9542	95.42%
CYP1A2 inhibition	-	0.8632	86.32%
CYP2C8 inhibition	+	0.4700	47.00%
CYP inhibitory promiscuity	-	0.9704	97.04%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7423	74.23%
Eye corrosion	-	0.9925	99.25%
Eye irritation	-	0.9508	95.08%
Skin irritation	-	0.6789	67.89%
Skin corrosion	-	0.9497	94.97%
Ames mutagenesis	-	0.7128	71.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.3661	36.61%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.7587	75.87%
skin sensitisation	-	0.9362	93.62%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.5750	57.50%
Acute Oral Toxicity (c)	I	0.4993	49.93%
Estrogen receptor binding	+	0.7227	72.27%
Androgen receptor binding	+	0.6502	65.02%
Thyroid receptor binding	+	0.5342	53.42%
Glucocorticoid receptor binding	+	0.6268	62.68%
Aromatase binding	+	0.7340	73.40%
PPAR gamma	+	0.5752	57.52%
Honey bee toxicity	-	0.7652	76.52%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.8369	83.69%

Targets

Proven Targets:

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	96.23%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.87%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.42%	97.09%
CHEMBL2581	P07339	Cathepsin D	90.04%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	90.04%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.79%	94.45%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	87.45%	100.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.99%	96.21%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.04%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.44%	95.89%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.80%	96.61%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	84.54%	97.86%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.76%	86.33%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	83.65%	92.78%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.57%	92.62%
CHEMBL220	P22303	Acetylcholinesterase	83.28%	94.45%
CHEMBL5255	O00206	Toll-like receptor 4	83.21%	92.50%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.09%	97.25%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.06%	95.89%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	81.11%	92.86%
CHEMBL340	P08684	Cytochrome P450 3A4	81.06%	91.19%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.03%	95.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.98%	97.14%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.81%	94.33%
CHEMBL4302	P08183	P-glycoprotein 1	80.73%	92.98%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.32%	93.00%

Plants that contains it

• Diplospora dubia

Cross-Links

• PubChem: 163035119
• LOTUS: LTS0251632
• wikiData: Q104916494