(1S,3R,10S,17S)-3,10,14-trimethyl-7-methylidene-16-oxatricyclo[8.6.1.013,17]heptadec-13-ene-5,15-dione

Details

• Internal ID: 03cd753b-14d7-4162-9a03-00626e92cf67
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Dolabellane and neodolabellane diterpenoids
• IUPAC Name: (1S,3R,10S,17S)-3,10,14-trimethyl-7-methylidene-16-oxatricyclo[8.6.1.013,17]heptadec-13-ene-5,15-dione
• InChI: InChI=1S/C20H28O3/c1-12-5-7-20(4)8-6-16-14(3)19(22)23-17(18(16)20)11-13(2)10-15(21)9-12/h13,17-18H,1,5-11H2,2-4H3/t13-,17-,18-,20-/m0/s1
• InChI Key: NWJFACOHEKJWOZ-RMXWXBJUSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₃
• Molecular Weight: 316.40 g/mol
• Exact Mass: 316.20384475 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 4.37
• H-Bond Acceptor: 3
• 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	+	0.9916	99.16%
Caco-2	+	0.8772	87.72%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6790	67.90%
OATP2B1 inhibitior	-	0.8618	86.18%
OATP1B1 inhibitior	+	0.8690	86.90%
OATP1B3 inhibitior	+	0.9269	92.69%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	-	0.7166	71.66%
P-glycoprotein inhibitior	-	0.5810	58.10%
P-glycoprotein substrate	-	0.7678	76.78%
CYP3A4 substrate	+	0.6458	64.58%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9026	90.26%
CYP3A4 inhibition	-	0.7824	78.24%
CYP2C9 inhibition	-	0.9194	91.94%
CYP2C19 inhibition	-	0.8375	83.75%
CYP2D6 inhibition	-	0.9533	95.33%
CYP1A2 inhibition	-	0.5186	51.86%
CYP2C8 inhibition	-	0.8113	81.13%
CYP inhibitory promiscuity	-	0.9465	94.65%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6010	60.10%
Eye corrosion	-	0.9850	98.50%
Eye irritation	-	0.6170	61.70%
Skin irritation	+	0.6147	61.47%
Skin corrosion	-	0.8910	89.10%
Ames mutagenesis	-	0.6370	63.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8199	81.99%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.7500	75.00%
skin sensitisation	-	0.5806	58.06%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.4837	48.37%
Acute Oral Toxicity (c)	III	0.6440	64.40%
Estrogen receptor binding	+	0.5770	57.70%
Androgen receptor binding	+	0.6457	64.57%
Thyroid receptor binding	+	0.5421	54.21%
Glucocorticoid receptor binding	+	0.6340	63.40%
Aromatase binding	-	0.5289	52.89%
PPAR gamma	+	0.5512	55.12%
Honey bee toxicity	-	0.7097	70.97%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.6700	67.00%
Fish aquatic toxicity	+	0.9914	99.14%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.33%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.65%	99.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.40%	97.25%
CHEMBL2996	Q05655	Protein kinase C delta	87.36%	97.79%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.00%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.56%	97.09%
CHEMBL299	P17252	Protein kinase C alpha	85.04%	98.03%
CHEMBL233	P35372	Mu opioid receptor	84.38%	97.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.88%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.70%	86.33%
CHEMBL2581	P07339	Cathepsin D	81.27%	98.95%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.25%	97.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.16%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101372777
• LOTUS: LTS0059635
• wikiData: Q105186636