13,15-Dihydroxy-5,5,9-trimethyl-16-methylidenetetracyclo[10.2.2.01,10.04,9]hexadecane-6,14-dione

Details

• Internal ID: 4de0f28e-4007-4767-8887-d439eca0c425
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Villanovane, atisane, trachylobane or helvifulvane diterpenoids > Atisane diterpenoids
• IUPAC Name: 13,15-dihydroxy-5,5,9-trimethyl-16-methylidenetetracyclo[10.2.2.01,10.04,9]hexadecane-6,14-dione
• InChI: InChI=1S/C20H28O4/c1-10-11-9-13-19(4)7-6-14(21)18(2,3)12(19)5-8-20(13,16(10)23)17(24)15(11)22/h11-13,15-16,22-23H,1,5-9H2,2-4H3
• InChI Key: JSGKBZHXHVBDMU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₄
• Molecular Weight: 332.40 g/mol
• Exact Mass: 332.19875937 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 2.28
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9894	98.94%
Caco-2	-	0.5513	55.13%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8266	82.66%
OATP2B1 inhibitior	-	0.8601	86.01%
OATP1B1 inhibitior	+	0.8903	89.03%
OATP1B3 inhibitior	-	0.3705	37.05%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.5429	54.29%
BSEP inhibitior	-	0.8001	80.01%
P-glycoprotein inhibitior	-	0.7840	78.40%
P-glycoprotein substrate	-	0.8302	83.02%
CYP3A4 substrate	+	0.6258	62.58%
CYP2C9 substrate	-	0.6551	65.51%
CYP2D6 substrate	-	0.7835	78.35%
CYP3A4 inhibition	-	0.7340	73.40%
CYP2C9 inhibition	-	0.8698	86.98%
CYP2C19 inhibition	-	0.8562	85.62%
CYP2D6 inhibition	-	0.9435	94.35%
CYP1A2 inhibition	-	0.8067	80.67%
CYP2C8 inhibition	-	0.6697	66.97%
CYP inhibitory promiscuity	-	0.9370	93.70%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6354	63.54%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.8870	88.70%
Skin irritation	+	0.5694	56.94%
Skin corrosion	-	0.9421	94.21%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6716	67.16%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.5051	50.51%
skin sensitisation	-	0.5593	55.93%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.7390	73.90%
Acute Oral Toxicity (c)	III	0.3998	39.98%
Estrogen receptor binding	+	0.8018	80.18%
Androgen receptor binding	+	0.6392	63.92%
Thyroid receptor binding	+	0.6225	62.25%
Glucocorticoid receptor binding	+	0.8155	81.55%
Aromatase binding	+	0.5739	57.39%
PPAR gamma	-	0.4862	48.62%
Honey bee toxicity	-	0.8241	82.41%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
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
CHEMBL3137262	O60341	LSD1/CoREST complex	89.98%	97.09%
CHEMBL1937	Q92769	Histone deacetylase 2	89.45%	94.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.27%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	89.06%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.16%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.08%	100.00%
CHEMBL2581	P07339	Cathepsin D	85.33%	98.95%
CHEMBL1871	P10275	Androgen Receptor	84.76%	96.43%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.09%	90.71%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.75%	82.69%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.19%	92.94%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	81.65%	96.38%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.50%	95.56%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.77%	93.04%

Plants that contains it

• Euphorbia plumerioides

Cross-Links

• PubChem: 14635453
• LOTUS: LTS0250714
• wikiData: Q105134330