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

Details

• Internal ID: 739bf9e9-a7ea-41a7-ab74-1e167b0875f7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 6-hydroxy-5-(hydroxymethyl)-5,9,13-trimethyltetracyclo[11.2.1.01,10.04,9]hexadec-14-en-7-one
• SMILES (Canonical): CC12CCC3C4(CC(=O)C(C(C4CCC3(C1)C=C2)(C)CO)O)C
• SMILES (Isomeric): CC12CCC3C4(CC(=O)C(C(C4CCC3(C1)C=C2)(C)CO)O)C
• InChI: InChI=1S/C20H30O3/c1-17-6-4-15-18(2)10-13(22)16(23)19(3,12-21)14(18)5-7-20(15,11-17)9-8-17/h8-9,14-16,21,23H,4-7,10-12H2,1-3H3
• InChI Key: YRAPOKSLUNMPOF-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: 4.40
• 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	+	0.9845	98.45%
Caco-2	+	0.6582	65.82%
Blood Brain Barrier	+	0.8385	83.85%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6951	69.51%
OATP2B1 inhibitior	-	0.8621	86.21%
OATP1B1 inhibitior	+	0.8932	89.32%
OATP1B3 inhibitior	+	0.9427	94.27%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5645	56.45%
BSEP inhibitior	+	0.7364	73.64%
P-glycoprotein inhibitior	-	0.8745	87.45%
P-glycoprotein substrate	-	0.8110	81.10%
CYP3A4 substrate	+	0.6124	61.24%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8153	81.53%
CYP3A4 inhibition	-	0.9021	90.21%
CYP2C9 inhibition	-	0.6443	64.43%
CYP2C19 inhibition	-	0.7913	79.13%
CYP2D6 inhibition	-	0.9505	95.05%
CYP1A2 inhibition	-	0.6982	69.82%
CYP2C8 inhibition	-	0.8451	84.51%
CYP inhibitory promiscuity	-	0.8478	84.78%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6861	68.61%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.9521	95.21%
Skin irritation	-	0.5763	57.63%
Skin corrosion	-	0.9579	95.79%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.6818	68.18%
skin sensitisation	-	0.8818	88.18%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.7489	74.89%
Acute Oral Toxicity (c)	III	0.6807	68.07%
Estrogen receptor binding	+	0.7672	76.72%
Androgen receptor binding	+	0.6885	68.85%
Thyroid receptor binding	+	0.6478	64.78%
Glucocorticoid receptor binding	+	0.7985	79.85%
Aromatase binding	+	0.5746	57.46%
PPAR gamma	-	0.6085	60.85%
Honey bee toxicity	-	0.8947	89.47%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9640	96.40%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	98.84%	83.82%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.06%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.91%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.66%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.98%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.85%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.47%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.18%	95.89%
CHEMBL2581	P07339	Cathepsin D	83.75%	98.95%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.52%	82.69%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.10%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	81.58%	94.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.56%	89.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.37%	90.71%

Plants that contains it

• Spirostachys africana

Cross-Links

• PubChem: 162970047
• LOTUS: LTS0260674
• wikiData: Q105352690