2-[(4-Hydroxy-4b,8,8-trimethyl-2-propan-2-yl-5,6,7,8a,9,10-hexahydrophenanthren-3-yl)oxy]oxane-3,4,5-triol

Details

• Internal ID: 1c82e6d3-07da-4598-a1bf-ba9a9cf32796
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Diterpene glycosides
• IUPAC Name: 2-[(4-hydroxy-4b,8,8-trimethyl-2-propan-2-yl-5,6,7,8a,9,10-hexahydrophenanthren-3-yl)oxy]oxane-3,4,5-triol
• SMILES (Canonical): CC(C)C1=C(C(=C2C(=C1)CCC3C2(CCCC3(C)C)C)O)OC4C(C(C(CO4)O)O)O
• SMILES (Isomeric): CC(C)C1=C(C(=C2C(=C1)CCC3C2(CCCC3(C)C)C)O)OC4C(C(C(CO4)O)O)O
• InChI: InChI=1S/C25H38O6/c1-13(2)15-11-14-7-8-17-24(3,4)9-6-10-25(17,5)18(14)20(28)22(15)31-23-21(29)19(27)16(26)12-30-23/h11,13,16-17,19,21,23,26-29H,6-10,12H2,1-5H3
• InChI Key: HTEXSXCVDJMYMF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₈O₆
• Molecular Weight: 434.60 g/mol
• Exact Mass: 434.26683893 g/mol
• Topological Polar Surface Area (TPSA): 99.40 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 3.36
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8507	85.07%
Caco-2	-	0.5694	56.94%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7624	76.24%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8896	88.96%
OATP1B3 inhibitior	+	0.8748	87.48%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7042	70.42%
BSEP inhibitior	+	0.5698	56.98%
P-glycoprotein inhibitior	-	0.6500	65.00%
P-glycoprotein substrate	-	0.6335	63.35%
CYP3A4 substrate	+	0.6833	68.33%
CYP2C9 substrate	-	0.7754	77.54%
CYP2D6 substrate	-	0.7744	77.44%
CYP3A4 inhibition	-	0.8694	86.94%
CYP2C9 inhibition	-	0.8407	84.07%
CYP2C19 inhibition	-	0.8070	80.70%
CYP2D6 inhibition	-	0.9328	93.28%
CYP1A2 inhibition	+	0.6151	61.51%
CYP2C8 inhibition	+	0.5996	59.96%
CYP inhibitory promiscuity	-	0.9605	96.05%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6829	68.29%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.9300	93.00%
Skin irritation	-	0.7424	74.24%
Skin corrosion	-	0.9459	94.59%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6007	60.07%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.6695	66.95%
skin sensitisation	-	0.9005	90.05%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.9659	96.59%
Acute Oral Toxicity (c)	III	0.5546	55.46%
Estrogen receptor binding	+	0.7312	73.12%
Androgen receptor binding	+	0.5286	52.86%
Thyroid receptor binding	+	0.6360	63.60%
Glucocorticoid receptor binding	+	0.7727	77.27%
Aromatase binding	+	0.7318	73.18%
PPAR gamma	+	0.6769	67.69%
Honey bee toxicity	-	0.7334	73.34%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9759	97.59%

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	99.63%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.39%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.72%	97.25%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	94.34%	90.71%
CHEMBL2581	P07339	Cathepsin D	93.72%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.34%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.06%	95.89%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.86%	96.77%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.87%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.52%	100.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.57%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.07%	89.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.24%	93.56%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	85.02%	95.78%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.91%	95.56%
CHEMBL226	P30542	Adenosine A1 receptor	84.71%	95.93%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.60%	94.00%
CHEMBL5203	P33316	dUTP pyrophosphatase	84.50%	99.18%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.29%	91.07%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	83.24%	91.03%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	82.45%	90.24%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.71%	92.62%
CHEMBL344	Q99705	Melanin-concentrating hormone receptor 1	81.53%	92.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.75%	86.33%
CHEMBL237	P41145	Kappa opioid receptor	80.43%	98.10%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.29%	92.94%

Plants that contains it

• Avicennia marina

Cross-Links

• PubChem: 163049869
• LOTUS: LTS0248677
• wikiData: Q105033415