[(1S,5R,6R,7S,9R)-7-acetyloxy-6-hydroxy-6,10,10-trimethyl-2-methylidene-5-bicyclo[7.2.0]undecanyl] acetate

Details

• Internal ID: 7ff6e4e8-0d2f-46b6-a805-db6274e69a60
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(1S,5R,6R,7S,9R)-7-acetyloxy-6-hydroxy-6,10,10-trimethyl-2-methylidene-5-bicyclo[7.2.0]undecanyl] acetate
• InChI: InChI=1S/C19H30O5/c1-11-7-8-16(23-12(2)20)19(6,22)17(24-13(3)21)9-15-14(11)10-18(15,4)5/h14-17,22H,1,7-10H2,2-6H3/t14-,15-,16-,17+,19-/m1/s1
• InChI Key: GCWOSVDDCQPPBW-ZQOJQMTGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₃₀O₅
• Molecular Weight: 338.40 g/mol
• Exact Mass: 338.20932405 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 3.00
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9763	97.63%
Caco-2	+	0.5660	56.60%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8115	81.15%
OATP2B1 inhibitior	-	0.8610	86.10%
OATP1B1 inhibitior	+	0.8803	88.03%
OATP1B3 inhibitior	-	0.2980	29.80%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5821	58.21%
BSEP inhibitior	-	0.9263	92.63%
P-glycoprotein inhibitior	-	0.5833	58.33%
P-glycoprotein substrate	-	0.9197	91.97%
CYP3A4 substrate	+	0.6562	65.62%
CYP2C9 substrate	-	0.7912	79.12%
CYP2D6 substrate	-	0.8744	87.44%
CYP3A4 inhibition	-	0.6101	61.01%
CYP2C9 inhibition	-	0.7131	71.31%
CYP2C19 inhibition	-	0.6595	65.95%
CYP2D6 inhibition	-	0.9417	94.17%
CYP1A2 inhibition	-	0.5058	50.58%
CYP2C8 inhibition	-	0.7002	70.02%
CYP inhibitory promiscuity	-	0.9741	97.41%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8943	89.43%
Carcinogenicity (trinary)	Non-required	0.6057	60.57%
Eye corrosion	-	0.9807	98.07%
Eye irritation	-	0.8617	86.17%
Skin irritation	+	0.5485	54.85%
Skin corrosion	-	0.9473	94.73%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6195	61.95%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.6435	64.35%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.6450	64.50%
Acute Oral Toxicity (c)	III	0.5355	53.55%
Estrogen receptor binding	+	0.8003	80.03%
Androgen receptor binding	-	0.5888	58.88%
Thyroid receptor binding	+	0.6029	60.29%
Glucocorticoid receptor binding	+	0.7291	72.91%
Aromatase binding	+	0.5697	56.97%
PPAR gamma	+	0.6297	62.97%
Honey bee toxicity	-	0.7979	79.79%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5555	55.55%
Fish aquatic toxicity	+	0.9958	99.58%

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	96.59%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.44%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.91%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.84%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	89.69%	91.19%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.17%	85.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.32%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.10%	97.25%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.07%	92.94%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.76%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.47%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.39%	95.89%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.25%	96.77%

Plants that contains it

• Sindora sumatrana

Cross-Links

• PubChem: 10042770
• LOTUS: LTS0035357
• wikiData: Q105006530