4-hydroxy-4-[(E)-3-hydroxybut-1-enyl]-3,5-dimethyl-5-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]cyclohex-2-en-1-one

Details

• Internal ID: a06f64ba-dc29-49fe-87c6-b4d4cd92d9e3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: 4-hydroxy-4-[(E)-3-hydroxybut-1-enyl]-3,5-dimethyl-5-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]cyclohex-2-en-1-one
• SMILES (Canonical): CC1=CC(=O)CC(C1(C=CC(C)O)O)(C)COC2C(C(C(C(O2)CO)O)O)O
• SMILES (Isomeric): CC1=CC(=O)CC(C1(/C=C/C(C)O)O)(C)CO[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O
• InChI: InChI=1S/C19H30O9/c1-10-6-12(22)7-18(3,19(10,26)5-4-11(2)21)9-27-17-16(25)15(24)14(23)13(8-20)28-17/h4-6,11,13-17,20-21,23-26H,7-9H2,1-3H3/b5-4+/t11?,13-,14-,15+,16-,17-,18?,19?/m1/s1
• InChI Key: UUUMPMJOJKTIFJ-JXPYDTCBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₃₀O₉
• Molecular Weight: 402.40 g/mol
• Exact Mass: 402.18898253 g/mol
• Topological Polar Surface Area (TPSA): 157.00 Ų
• XlogP: -2.30
• Atomic LogP (AlogP): -1.60
• H-Bond Acceptor: 9
• H-Bond Donor: 6
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6989	69.89%
Caco-2	-	0.7532	75.32%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8040	80.40%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8654	86.54%
OATP1B3 inhibitior	+	0.9081	90.81%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.5828	58.28%
P-glycoprotein inhibitior	-	0.8559	85.59%
P-glycoprotein substrate	-	0.8656	86.56%
CYP3A4 substrate	+	0.6319	63.19%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8856	88.56%
CYP3A4 inhibition	-	0.9424	94.24%
CYP2C9 inhibition	-	0.8401	84.01%
CYP2C19 inhibition	-	0.8368	83.68%
CYP2D6 inhibition	-	0.9345	93.45%
CYP1A2 inhibition	-	0.8536	85.36%
CYP2C8 inhibition	-	0.7592	75.92%
CYP inhibitory promiscuity	-	0.7873	78.73%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6461	64.61%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9685	96.85%
Skin irritation	-	0.8006	80.06%
Skin corrosion	-	0.9620	96.20%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5862	58.62%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.7541	75.41%
skin sensitisation	-	0.8264	82.64%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.6424	64.24%
Acute Oral Toxicity (c)	III	0.6741	67.41%
Estrogen receptor binding	+	0.5518	55.18%
Androgen receptor binding	+	0.5778	57.78%
Thyroid receptor binding	-	0.5301	53.01%
Glucocorticoid receptor binding	+	0.5592	55.92%
Aromatase binding	+	0.6102	61.02%
PPAR gamma	-	0.6444	64.44%
Honey bee toxicity	-	0.7760	77.60%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.7273	72.73%

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	97.80%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.48%	97.25%
CHEMBL2581	P07339	Cathepsin D	94.51%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.26%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.93%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.10%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.81%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.34%	89.00%
CHEMBL226	P30542	Adenosine A1 receptor	87.83%	95.93%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.02%	96.00%
CHEMBL220	P22303	Acetylcholinesterase	85.88%	94.45%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.77%	96.61%
CHEMBL1937	Q92769	Histone deacetylase 2	85.68%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.44%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.87%	94.45%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	84.43%	96.21%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.22%	86.33%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.95%	96.47%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.63%	95.89%
CHEMBL1951	P21397	Monoamine oxidase A	82.51%	91.49%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.28%	95.89%
CHEMBL2072	P35499	Sodium channel protein type IV alpha subunit	80.45%	92.32%

Plants that contains it

• Galega officinalis
• Juniperus phoenicea

Cross-Links

• PubChem: 11968600
• NPASS: NPC238040
• LOTUS: LTS0050294
• wikiData: Q105279599