[(1R,3S,5S,7R)-3,7-dihydroxy-2,8-dimethylidene-5-prop-1-en-2-ylcyclodecyl] acetate

Details

• Internal ID: 1949cd94-69b1-45ca-a052-c76413e6703b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Germacrane sesquiterpenoids
• IUPAC Name: [(1R,3S,5S,7R)-3,7-dihydroxy-2,8-dimethylidene-5-prop-1-en-2-ylcyclodecyl] acetate
• InChI: InChI=1S/C17H26O4/c1-10(2)14-8-15(19)11(3)6-7-17(21-13(5)18)12(4)16(20)9-14/h14-17,19-20H,1,3-4,6-9H2,2,5H3/t14-,15+,16-,17+/m0/s1
• InChI Key: ANADBJSRPFTQQE-VVLHAWIVSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₆O₄
• Molecular Weight: 294.40 g/mol
• Exact Mass: 294.18310931 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.52
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9797	97.97%
Caco-2	-	0.5978	59.78%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8424	84.24%
OATP2B1 inhibitior	-	0.8536	85.36%
OATP1B1 inhibitior	+	0.9437	94.37%
OATP1B3 inhibitior	+	0.9279	92.79%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7071	70.71%
BSEP inhibitior	-	0.7975	79.75%
P-glycoprotein inhibitior	-	0.8596	85.96%
P-glycoprotein substrate	-	0.8056	80.56%
CYP3A4 substrate	+	0.5397	53.97%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8603	86.03%
CYP3A4 inhibition	-	0.7524	75.24%
CYP2C9 inhibition	-	0.8910	89.10%
CYP2C19 inhibition	-	0.7967	79.67%
CYP2D6 inhibition	-	0.8953	89.53%
CYP1A2 inhibition	-	0.7505	75.05%
CYP2C8 inhibition	-	0.7715	77.15%
CYP inhibitory promiscuity	-	0.9325	93.25%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8596	85.96%
Carcinogenicity (trinary)	Non-required	0.6990	69.90%
Eye corrosion	-	0.9687	96.87%
Eye irritation	-	0.5269	52.69%
Skin irritation	-	0.6488	64.88%
Skin corrosion	-	0.9570	95.70%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5884	58.84%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.6178	61.78%
skin sensitisation	-	0.6826	68.26%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	+	0.6188	61.88%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.7049	70.49%
Acute Oral Toxicity (c)	III	0.3920	39.20%
Estrogen receptor binding	+	0.5573	55.73%
Androgen receptor binding	-	0.6185	61.85%
Thyroid receptor binding	-	0.5523	55.23%
Glucocorticoid receptor binding	+	0.6190	61.90%
Aromatase binding	-	0.6473	64.73%
PPAR gamma	-	0.7360	73.60%
Honey bee toxicity	-	0.7625	76.25%
Biodegradation	+	0.5500	55.00%
Crustacea aquatic toxicity	-	0.6455	64.55%
Fish aquatic toxicity	+	0.9827	98.27%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.27%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.71%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	90.37%	91.49%
CHEMBL2581	P07339	Cathepsin D	89.31%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	88.85%	91.19%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.65%	94.33%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.24%	82.69%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.77%	96.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.66%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.71%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.33%	97.25%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.02%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.00%	89.00%

Plants that contains it

• Achillea ageratum

Cross-Links

• PubChem: 100982314
• LOTUS: LTS0265604
• wikiData: Q104915044