[3-hydroxy-2-(1,3,4,9-tetrahydroxy-4b,8,8-trimethyl-10-oxo-6,7-dihydro-5H-phenanthren-2-yl)propyl] acetate

Details

• Internal ID: 09d24d33-310a-457a-b7c8-60d5151f228e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: [3-hydroxy-2-(1,3,4,9-tetrahydroxy-4b,8,8-trimethyl-10-oxo-6,7-dihydro-5H-phenanthren-2-yl)propyl] acetate
• InChI: InChI=1S/C22H28O8/c1-10(24)30-9-11(8-23)12-15(25)13-14(18(28)16(12)26)22(4)7-5-6-21(2,3)20(22)19(29)17(13)27/h11,23,25-26,28-29H,5-9H2,1-4H3
• InChI Key: JSCHTQDWEDPXEW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₈O₈
• Molecular Weight: 420.50 g/mol
• Exact Mass: 420.17841785 g/mol
• Topological Polar Surface Area (TPSA): 145.00 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 2.92
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9650	96.50%
Caco-2	-	0.6367	63.67%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8511	85.11%
OATP2B1 inhibitior	-	0.5728	57.28%
OATP1B1 inhibitior	+	0.7953	79.53%
OATP1B3 inhibitior	-	0.4130	41.30%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.7026	70.26%
BSEP inhibitior	+	0.5749	57.49%
P-glycoprotein inhibitior	-	0.7144	71.44%
P-glycoprotein substrate	-	0.6982	69.82%
CYP3A4 substrate	+	0.6114	61.14%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8805	88.05%
CYP3A4 inhibition	-	0.9248	92.48%
CYP2C9 inhibition	-	0.5329	53.29%
CYP2C19 inhibition	-	0.6940	69.40%
CYP2D6 inhibition	-	0.8929	89.29%
CYP1A2 inhibition	+	0.6289	62.89%
CYP2C8 inhibition	-	0.7641	76.41%
CYP inhibitory promiscuity	-	0.8135	81.35%
UGT catelyzed	-	0.9000	90.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6857	68.57%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.7528	75.28%
Skin irritation	-	0.7333	73.33%
Skin corrosion	-	0.9448	94.48%
Ames mutagenesis	-	0.5223	52.23%
Human Ether-a-go-go-Related Gene inhibition	-	0.5638	56.38%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.5196	51.96%
skin sensitisation	-	0.8138	81.38%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	+	0.6068	60.68%
Acute Oral Toxicity (c)	III	0.6791	67.91%
Estrogen receptor binding	+	0.7930	79.30%
Androgen receptor binding	+	0.6015	60.15%
Thyroid receptor binding	-	0.5065	50.65%
Glucocorticoid receptor binding	+	0.7180	71.80%
Aromatase binding	+	0.5826	58.26%
PPAR gamma	+	0.6226	62.26%
Honey bee toxicity	-	0.8441	84.41%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7700	77.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	98.91%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.08%	94.45%
CHEMBL2581	P07339	Cathepsin D	96.57%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.89%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	92.23%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.31%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	89.28%	91.19%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	89.07%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.83%	99.23%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.50%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.89%	89.00%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	83.01%	95.17%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.96%	94.33%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	80.36%	92.68%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.28%	86.33%

Plants that contains it

• Coleus garckeanus

Cross-Links

• PubChem: 71439425
• LOTUS: LTS0050359
• wikiData: Q105134264