(ent-15beta)-15,19-Dihydroxy-7-trachylobanone

Details

• Internal ID: 9361d63a-8ad3-4a11-80ff-f2492c65d321
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: 16-hydroxy-5-(hydroxymethyl)-5,9,13-trimethylpentacyclo[11.2.1.01,10.04,9.012,14]hexadecan-2-one
• SMILES (Canonical): CC1(CCCC2(C1CC(=O)C34C2CC5C(C3)C5(C4O)C)C)CO
• SMILES (Isomeric): CC1(CCCC2(C1CC(=O)C34C2CC5C(C3)C5(C4O)C)C)CO
• InChI: InChI=1S/C20H30O3/c1-17(10-21)5-4-6-18(2)13(17)8-15(22)20-9-12-11(7-14(18)20)19(12,3)16(20)23/h11-14,16,21,23H,4-10H2,1-3H3
• InChI Key: SSTASBUCOHAYRJ-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₃
• Molecular Weight: 318.40 g/mol
• Exact Mass: 318.21949481 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.79
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• CHEBI:184155
• 16-hydroxy-5-(hydroxymethyl)-5,9,13-trimethylpentacyclo[11.2.1.01,10.04,9.012,14]hexadecan-2-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9924	99.24%
Caco-2	+	0.6375	63.75%
Blood Brain Barrier	+	0.7885	78.85%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7192	71.92%
OATP2B1 inhibitior	-	0.8573	85.73%
OATP1B1 inhibitior	+	0.8752	87.52%
OATP1B3 inhibitior	+	0.9465	94.65%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5274	52.74%
BSEP inhibitior	+	0.5837	58.37%
P-glycoprotein inhibitior	-	0.8120	81.20%
P-glycoprotein substrate	-	0.7675	76.75%
CYP3A4 substrate	+	0.6192	61.92%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7673	76.73%
CYP3A4 inhibition	-	0.8523	85.23%
CYP2C9 inhibition	+	0.5000	50.00%
CYP2C19 inhibition	-	0.8158	81.58%
CYP2D6 inhibition	-	0.9544	95.44%
CYP1A2 inhibition	-	0.5919	59.19%
CYP2C8 inhibition	-	0.7965	79.65%
CYP inhibitory promiscuity	-	0.8832	88.32%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6474	64.74%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9174	91.74%
Skin irritation	-	0.6513	65.13%
Skin corrosion	-	0.9597	95.97%
Ames mutagenesis	-	0.7154	71.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.7345	73.45%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.6420	64.20%
skin sensitisation	-	0.8627	86.27%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.5862	58.62%
Acute Oral Toxicity (c)	III	0.5739	57.39%
Estrogen receptor binding	+	0.7651	76.51%
Androgen receptor binding	+	0.6470	64.70%
Thyroid receptor binding	+	0.6655	66.55%
Glucocorticoid receptor binding	+	0.7877	78.77%
Aromatase binding	+	0.6896	68.96%
PPAR gamma	-	0.7178	71.78%
Honey bee toxicity	-	0.8120	81.20%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9526	95.26%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.91%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.53%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.81%	97.09%
CHEMBL2581	P07339	Cathepsin D	89.69%	98.95%
CHEMBL299	P17252	Protein kinase C alpha	89.18%	98.03%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.13%	96.61%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.15%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.22%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.08%	82.69%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.90%	86.33%
CHEMBL2996	Q05655	Protein kinase C delta	84.52%	97.79%
CHEMBL1937	Q92769	Histone deacetylase 2	81.13%	94.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.08%	95.56%

Plants that contains it

• Helianthus annuus

Cross-Links

• PubChem: 131752509
• LOTUS: LTS0000510
• wikiData: Q105259893