[(1R,2S,7R,8S,9R,10R)-9-hydroxy-2,6,6-trimethyl-11-methylidene-10-tricyclo[5.4.0.02,8]undecanyl] acetate

Details

• Internal ID: 6222827c-65d9-45ff-be20-791a91dc4bf0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(1R,2S,7R,8S,9R,10R)-9-hydroxy-2,6,6-trimethyl-11-methylidene-10-tricyclo[5.4.0.02,8]undecanyl] acetate
• InChI: InChI=1S/C17H26O3/c1-9-11-12-13(14(19)15(9)20-10(2)18)17(11,5)8-6-7-16(12,3)4/h11-15,19H,1,6-8H2,2-5H3/t11-,12-,13-,14-,15-,17+/m1/s1
• InChI Key: SSRSFLZAFQCYHK-LFTXJNCRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₆O₃
• Molecular Weight: 278.40 g/mol
• Exact Mass: 278.18819469 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 3.20
• Atomic LogP (AlogP): 2.93
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9899	98.99%
Caco-2	+	0.5794	57.94%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6991	69.91%
OATP2B1 inhibitior	-	0.8539	85.39%
OATP1B1 inhibitior	+	0.8691	86.91%
OATP1B3 inhibitior	+	0.9061	90.61%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.9701	97.01%
P-glycoprotein inhibitior	-	0.7930	79.30%
P-glycoprotein substrate	-	0.8325	83.25%
CYP3A4 substrate	+	0.6514	65.14%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8465	84.65%
CYP3A4 inhibition	-	0.6662	66.62%
CYP2C9 inhibition	-	0.6036	60.36%
CYP2C19 inhibition	-	0.5857	58.57%
CYP2D6 inhibition	-	0.8634	86.34%
CYP1A2 inhibition	-	0.6451	64.51%
CYP2C8 inhibition	-	0.8043	80.43%
CYP inhibitory promiscuity	-	0.8092	80.92%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9343	93.43%
Carcinogenicity (trinary)	Non-required	0.5340	53.40%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.6952	69.52%
Skin irritation	+	0.5078	50.78%
Skin corrosion	-	0.9328	93.28%
Ames mutagenesis	-	0.6923	69.23%
Human Ether-a-go-go-Related Gene inhibition	-	0.5684	56.84%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.6681	66.81%
skin sensitisation	+	0.5000	50.00%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.5654	56.54%
Acute Oral Toxicity (c)	III	0.7631	76.31%
Estrogen receptor binding	-	0.5245	52.45%
Androgen receptor binding	-	0.5176	51.76%
Thyroid receptor binding	+	0.5730	57.30%
Glucocorticoid receptor binding	+	0.6766	67.66%
Aromatase binding	-	0.5438	54.38%
PPAR gamma	-	0.5358	53.58%
Honey bee toxicity	-	0.7669	76.69%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5505	55.05%
Fish aquatic toxicity	+	0.9955	99.55%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.14%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.72%	91.11%
CHEMBL2581	P07339	Cathepsin D	91.71%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.65%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.65%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.28%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	84.81%	91.19%
CHEMBL4370	P16662	UDP-glucuronosyltransferase 2B7	83.13%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.85%	95.89%

Plants that contains it

• Marsupella emarginata

Cross-Links

• PubChem: 162912868
• LOTUS: LTS0155826
• wikiData: Q105259850