(1R,4R,5R,7S,9S,10R,13S)-7-hydroxy-5-(hydroxymethyl)-5,9,13-trimethyltetracyclo[11.2.1.01,10.04,9]hexadec-14-en-8-one

Details

• Internal ID: c76b676f-4805-4b58-8ba6-8b412a324294
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (1R,4R,5R,7S,9S,10R,13S)-7-hydroxy-5-(hydroxymethyl)-5,9,13-trimethyltetracyclo[11.2.1.01,10.04,9]hexadec-14-en-8-one
• 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/h8-9,13-15,21-22H,4-7,10-12H2,1-3H3/t13-,14+,15-,17+,18-,19+,20-/m0/s1
• InChI Key: DQTUGGFVTHJSQF-AOBVEAKKSA-N
• Popularity: 2 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: 3.90
• 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	+	0.9950	99.50%
Caco-2	+	0.7022	70.22%
Blood Brain Barrier	+	0.6385	63.85%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7331	73.31%
OATP2B1 inhibitior	-	0.8596	85.96%
OATP1B1 inhibitior	+	0.8649	86.49%
OATP1B3 inhibitior	+	0.9671	96.71%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.6130	61.30%
BSEP inhibitior	+	0.7041	70.41%
P-glycoprotein inhibitior	-	0.8914	89.14%
P-glycoprotein substrate	-	0.7789	77.89%
CYP3A4 substrate	+	0.5964	59.64%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8066	80.66%
CYP3A4 inhibition	-	0.7482	74.82%
CYP2C9 inhibition	-	0.6646	66.46%
CYP2C19 inhibition	-	0.8530	85.30%
CYP2D6 inhibition	-	0.9546	95.46%
CYP1A2 inhibition	-	0.7299	72.99%
CYP2C8 inhibition	-	0.8282	82.82%
CYP inhibitory promiscuity	-	0.8852	88.52%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7013	70.13%
Eye corrosion	-	0.9932	99.32%
Eye irritation	-	0.9500	95.00%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9627	96.27%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6868	68.68%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.5839	58.39%
skin sensitisation	-	0.8589	85.89%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	+	0.5674	56.74%
Acute Oral Toxicity (c)	III	0.6509	65.09%
Estrogen receptor binding	+	0.7528	75.28%
Androgen receptor binding	+	0.6397	63.97%
Thyroid receptor binding	-	0.4893	48.93%
Glucocorticoid receptor binding	+	0.7730	77.30%
Aromatase binding	+	0.6584	65.84%
PPAR gamma	-	0.6475	64.75%
Honey bee toxicity	-	0.9190	91.90%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9613	96.13%

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	96.11%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.71%	96.09%
CHEMBL4072	P07858	Cathepsin B	92.11%	93.67%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.99%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.64%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	90.30%	83.82%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.03%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.49%	100.00%
CHEMBL299	P17252	Protein kinase C alpha	88.45%	98.03%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.99%	82.69%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.77%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.66%	95.89%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.68%	96.61%
CHEMBL221	P23219	Cyclooxygenase-1	80.14%	90.17%

Plants that contains it

• Erythroxylum microphyllum

Cross-Links

• PubChem: 162925695
• LOTUS: LTS0012396
• wikiData: Q104987147