8-Hydroxy-5-(hydroxymethyl)-5,9,13-trimethyltetracyclo[11.2.1.01,10.04,9]hexadec-14-en-7-one

Details

• Internal ID: cb76c3e3-b496-447f-8d56-f54df3cb537a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 8-hydroxy-5-(hydroxymethyl)-5,9,13-trimethyltetracyclo[11.2.1.01,10.04,9]hexadec-14-en-7-one
• SMILES (Canonical): CC12CCC3C4(C(CCC3(C1)C=C2)C(CC(=O)C4O)(C)CO)C
• SMILES (Isomeric): CC12CCC3C4(C(CCC3(C1)C=C2)C(CC(=O)C4O)(C)CO)C
• InChI: InChI=1S/C20H30O3/c1-17-6-4-15-19(3)14(5-7-20(15,11-17)9-8-17)18(2,12-21)10-13(22)16(19)23/h8-9,14-16,21,23H,4-7,10-12H2,1-3H3
• InChI Key: YAHWIXPFMYLKRL-UHFFFAOYSA-N
• Popularity: 0 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: 3.80
• Atomic LogP (AlogP): 3.10
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9935	99.35%
Caco-2	+	0.6869	68.69%
Blood Brain Barrier	+	0.6635	66.35%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7739	77.39%
OATP2B1 inhibitior	-	0.8606	86.06%
OATP1B1 inhibitior	+	0.8753	87.53%
OATP1B3 inhibitior	+	0.9543	95.43%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.5672	56.72%
BSEP inhibitior	+	0.7567	75.67%
P-glycoprotein inhibitior	-	0.8737	87.37%
P-glycoprotein substrate	-	0.7818	78.18%
CYP3A4 substrate	+	0.6175	61.75%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8153	81.53%
CYP3A4 inhibition	-	0.7748	77.48%
CYP2C9 inhibition	-	0.6776	67.76%
CYP2C19 inhibition	-	0.8485	84.85%
CYP2D6 inhibition	-	0.9530	95.30%
CYP1A2 inhibition	-	0.6892	68.92%
CYP2C8 inhibition	-	0.8151	81.51%
CYP inhibitory promiscuity	-	0.8391	83.91%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6838	68.38%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.9549	95.49%
Skin irritation	-	0.5823	58.23%
Skin corrosion	-	0.9654	96.54%
Ames mutagenesis	-	0.5592	55.92%
Human Ether-a-go-go-Related Gene inhibition	-	0.5068	50.68%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.6824	68.24%
skin sensitisation	-	0.8623	86.23%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.5397	53.97%
Acute Oral Toxicity (c)	III	0.6490	64.90%
Estrogen receptor binding	+	0.7178	71.78%
Androgen receptor binding	+	0.6778	67.78%
Thyroid receptor binding	+	0.6196	61.96%
Glucocorticoid receptor binding	+	0.7653	76.53%
Aromatase binding	+	0.5545	55.45%
PPAR gamma	-	0.6466	64.66%
Honey bee toxicity	-	0.8844	88.44%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9743	97.43%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.62%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.63%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	93.74%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.44%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.54%	98.95%
CHEMBL4072	P07858	Cathepsin B	89.59%	93.67%
CHEMBL1937	Q92769	Histone deacetylase 2	87.55%	94.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.78%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.25%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.26%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.15%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.10%	94.45%

Plants that contains it

• Erythroxylum microphyllum

Cross-Links

• PubChem: 162972266
• LOTUS: LTS0144199
• wikiData: Q105345399