(1S,4R,9R,10S,13S)-5,5,9,13-tetramethyltetracyclo[11.2.1.01,10.04,9]hexadec-14-en-2-one

Details

• Internal ID: c7f3aaf4-c3a1-4f9d-9ac1-d61248fa26c2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (1S,4R,9R,10S,13S)-5,5,9,13-tetramethyltetracyclo[11.2.1.01,10.04,9]hexadec-14-en-2-one
• SMILES (Canonical): CC1(CCCC2(C1CC(=O)C34C2CCC(C3)(C=C4)C)C)C
• SMILES (Isomeric): C[C@]12CC[C@H]3[C@@]4(CCCC([C@H]4CC(=O)[C@@]3(C1)C=C2)(C)C)C
• InChI: InChI=1S/C20H30O/c1-17(2)7-5-8-19(4)14-6-9-18(3)10-11-20(14,13-18)16(21)12-15(17)19/h10-11,14-15H,5-9,12-13H2,1-4H3/t14-,15+,18+,19-,20+/m0/s1
• InChI Key: BNWLJEWSJFXLNR-WTNXQADQSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O
• Molecular Weight: 286.50 g/mol
• Exact Mass: 286.229665576 g/mol
• Topological Polar Surface Area (TPSA): 17.10 Ų
• XlogP: 5.70
• Atomic LogP (AlogP): 5.15
• H-Bond Acceptor: 1
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9973	99.73%
Caco-2	+	0.8304	83.04%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.7714	77.14%
Subcellular localzation	Mitochondria	0.4164	41.64%
OATP2B1 inhibitior	-	0.8560	85.60%
OATP1B1 inhibitior	+	0.8839	88.39%
OATP1B3 inhibitior	+	0.9757	97.57%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.5592	55.92%
P-glycoprotein inhibitior	-	0.7316	73.16%
P-glycoprotein substrate	-	0.9240	92.40%
CYP3A4 substrate	+	0.5687	56.87%
CYP2C9 substrate	-	0.8052	80.52%
CYP2D6 substrate	-	0.8099	80.99%
CYP3A4 inhibition	-	0.9284	92.84%
CYP2C9 inhibition	-	0.7977	79.77%
CYP2C19 inhibition	-	0.6469	64.69%
CYP2D6 inhibition	-	0.9602	96.02%
CYP1A2 inhibition	-	0.8372	83.72%
CYP2C8 inhibition	-	0.7779	77.79%
CYP inhibitory promiscuity	-	0.9045	90.45%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5619	56.19%
Eye corrosion	-	0.9479	94.79%
Eye irritation	-	0.8738	87.38%
Skin irritation	+	0.6022	60.22%
Skin corrosion	-	0.9645	96.45%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5224	52.24%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	-	0.6715	67.15%
skin sensitisation	+	0.8123	81.23%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	+	0.5158	51.58%
Acute Oral Toxicity (c)	III	0.7795	77.95%
Estrogen receptor binding	+	0.6702	67.02%
Androgen receptor binding	+	0.6688	66.88%
Thyroid receptor binding	+	0.5741	57.41%
Glucocorticoid receptor binding	+	0.5490	54.90%
Aromatase binding	+	0.6482	64.82%
PPAR gamma	-	0.5591	55.91%
Honey bee toxicity	-	0.9133	91.33%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5900	59.00%
Fish aquatic toxicity	+	0.9800	98.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1937	Q92769	Histone deacetylase 2	95.15%	94.75%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	92.62%	82.69%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.50%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.10%	91.11%
CHEMBL2581	P07339	Cathepsin D	88.25%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.44%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.74%	97.09%
CHEMBL3524	P56524	Histone deacetylase 4	86.63%	92.97%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.19%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.97%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.52%	99.23%
CHEMBL1951	P21397	Monoamine oxidase A	81.42%	91.49%

Plants that contains it

• Erythroxylum argentinum

Cross-Links

• PubChem: 162941730
• LOTUS: LTS0132614
• wikiData: Q104939069