12R-Hydroxyyardenone

Details

• Internal ID: 2d3880f1-da70-4cba-b69f-99da207420ae
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (3'R,5'S,5aR,6S,7S,9aS)-5'-[(5aS,6S,8aS)-2,2,5a,6-tetramethyl-3-oxo-5,7,8,8a-tetrahydro-4H-cyclopenta[b]oxepin-6-yl]-3'-hydroxy-2,2,5a,7-tetramethylspiro[4,5,7,8,9,9a-hexahydrobenzo[b]oxepine-6,2'-oxolane]-3-one
• InChI: InChI=1S/C30H48O6/c1-18-9-10-22-29(8,15-12-20(32)25(2,3)34-22)30(18)21(33)17-24(36-30)28(7)16-13-23-27(28,6)14-11-19(31)26(4,5)35-23/h18,21-24,33H,9-17H2,1-8H3/t18-,21+,22-,23-,24-,27+,28+,29+,30+/m0/s1
• InChI Key: LDNVKCINGCLEJO-IBVZXXBGSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₈O₆
• Molecular Weight: 504.70 g/mol
• Exact Mass: 504.34508925 g/mol
• Topological Polar Surface Area (TPSA): 82.10 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 5.17
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• CHEMBL494050
• BDBM50478853

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9794	97.94%
Caco-2	-	0.6416	64.16%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7226	72.26%
OATP2B1 inhibitior	-	0.7158	71.58%
OATP1B1 inhibitior	+	0.8992	89.92%
OATP1B3 inhibitior	+	0.8690	86.90%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.8317	83.17%
P-glycoprotein inhibitior	-	0.4374	43.74%
P-glycoprotein substrate	-	0.8516	85.16%
CYP3A4 substrate	+	0.6339	63.39%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7662	76.62%
CYP3A4 inhibition	-	0.7690	76.90%
CYP2C9 inhibition	-	0.8467	84.67%
CYP2C19 inhibition	-	0.8519	85.19%
CYP2D6 inhibition	-	0.9614	96.14%
CYP1A2 inhibition	-	0.7991	79.91%
CYP2C8 inhibition	-	0.7133	71.33%
CYP inhibitory promiscuity	-	0.9763	97.63%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5800	58.00%
Eye corrosion	-	0.9855	98.55%
Eye irritation	-	0.9189	91.89%
Skin irritation	-	0.5440	54.40%
Skin corrosion	-	0.8091	80.91%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6640	66.40%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.5177	51.77%
skin sensitisation	-	0.8334	83.34%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.4765	47.65%
Acute Oral Toxicity (c)	III	0.3658	36.58%
Estrogen receptor binding	+	0.6382	63.82%
Androgen receptor binding	+	0.6914	69.14%
Thyroid receptor binding	+	0.5720	57.20%
Glucocorticoid receptor binding	+	0.6724	67.24%
Aromatase binding	+	0.7420	74.20%
PPAR gamma	+	0.5916	59.16%
Honey bee toxicity	-	0.8630	86.30%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9253	92.53%

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	95.26%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.99%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.55%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.31%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.31%	96.09%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.61%	93.04%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.04%	100.00%
CHEMBL2581	P07339	Cathepsin D	85.00%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.76%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.29%	94.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.54%	82.69%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.90%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.02%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 16099432
• LOTUS: LTS0064246
• wikiData: Q105150289