[(1S,3R,7R,9S)-3,7-dihydroxy-2,6-dimethylidene-9-prop-1-en-2-ylcyclodecyl] acetate

Details

• Internal ID: 4d8caaf0-4937-4eef-b63c-e4f7189a9476
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Germacrane sesquiterpenoids
• IUPAC Name: [(1S,3R,7R,9S)-3,7-dihydroxy-2,6-dimethylidene-9-prop-1-en-2-ylcyclodecyl] acetate
• InChI: InChI=1S/C17H26O4/c1-10(2)14-8-16(20)11(3)6-7-15(19)12(4)17(9-14)21-13(5)18/h14-17,19-20H,1,3-4,6-9H2,2,5H3/t14-,15+,16+,17-/m0/s1
• InChI Key: HWDAANHXRQWFPQ-HZMVEIRTSA-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	+	0.5379	53.79%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8424	84.24%
OATP2B1 inhibitior	-	0.8546	85.46%
OATP1B1 inhibitior	+	0.9421	94.21%
OATP1B3 inhibitior	+	0.9279	92.79%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7071	70.71%
BSEP inhibitior	-	0.8813	88.13%
P-glycoprotein inhibitior	-	0.8908	89.08%
P-glycoprotein substrate	-	0.7898	78.98%
CYP3A4 substrate	+	0.5416	54.16%
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	-	0.7624	76.24%
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	-	0.5629	56.29%
Skin irritation	-	0.6488	64.88%
Skin corrosion	-	0.9570	95.70%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5186	51.86%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.6178	61.78%
skin sensitisation	-	0.6826	68.26%
Respiratory toxicity	-	0.7444	74.44%
Reproductive toxicity	+	0.6188	61.88%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.6941	69.41%
Acute Oral Toxicity (c)	III	0.3920	39.20%
Estrogen receptor binding	-	0.5491	54.91%
Androgen receptor binding	-	0.6768	67.68%
Thyroid receptor binding	-	0.5471	54.71%
Glucocorticoid receptor binding	+	0.6354	63.54%
Aromatase binding	-	0.6872	68.72%
PPAR gamma	-	0.7324	73.24%
Honey bee toxicity	-	0.7433	74.33%
Biodegradation	-	0.5000	50.00%
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	94.70%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.53%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	89.25%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.87%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	87.70%	91.19%
CHEMBL2581	P07339	Cathepsin D	85.73%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.08%	97.25%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.57%	94.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.50%	100.00%
CHEMBL4040	P28482	MAP kinase ERK2	81.72%	83.82%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.71%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.49%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.37%	89.00%

Plants that contains it

• Achillea ageratum

Cross-Links

• PubChem: 101701104
• LOTUS: LTS0119738
• wikiData: Q105034608