[(1R,2S,3S,6R,7S,11S)-11-acetyloxy-10-(hydroxymethyl)-2,6,7-trimethyl-3-tricyclo[5.3.1.02,6]undec-9-enyl] acetate

Details

• Internal ID: ae4ad3ea-2dfb-4a54-855c-5d133723fb0a
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Dicarboxylic acids and derivatives
• IUPAC Name: [(1R,2S,3S,6R,7S,11S)-11-acetyloxy-10-(hydroxymethyl)-2,6,7-trimethyl-3-tricyclo[5.3.1.02,6]undec-9-enyl] acetate
• SMILES (Canonical): CC(=O)OC1CCC2(C1(C3C(C2(CC=C3CO)C)OC(=O)C)C)C
• SMILES (Isomeric): CC(=O)O[C@H]1CC[C@]2([C@@]1([C@@H]3[C@@H]([C@]2(CC=C3CO)C)OC(=O)C)C)C
• InChI: InChI=1S/C19H28O5/c1-11(21)23-14-7-9-18(4)17(3)8-6-13(10-20)15(19(14,18)5)16(17)24-12(2)22/h6,14-16,20H,7-10H2,1-5H3/t14-,15-,16-,17+,18+,19-/m0/s1
• InChI Key: LUZUVQLPHNDBBF-ZUQJMZMUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₈O₅
• Molecular Weight: 336.40 g/mol
• Exact Mass: 336.19367399 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.61
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9828	98.28%
Caco-2	+	0.7908	79.08%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8093	80.93%
OATP2B1 inhibitior	-	0.8630	86.30%
OATP1B1 inhibitior	+	0.8941	89.41%
OATP1B3 inhibitior	+	0.9226	92.26%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5521	55.21%
BSEP inhibitior	-	0.5606	56.06%
P-glycoprotein inhibitior	-	0.6572	65.72%
P-glycoprotein substrate	-	0.8834	88.34%
CYP3A4 substrate	+	0.5968	59.68%
CYP2C9 substrate	-	0.8092	80.92%
CYP2D6 substrate	-	0.8657	86.57%
CYP3A4 inhibition	-	0.7672	76.72%
CYP2C9 inhibition	-	0.7959	79.59%
CYP2C19 inhibition	-	0.9138	91.38%
CYP2D6 inhibition	-	0.9111	91.11%
CYP1A2 inhibition	-	0.6964	69.64%
CYP2C8 inhibition	-	0.5721	57.21%
CYP inhibitory promiscuity	-	0.8783	87.83%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6706	67.06%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.9287	92.87%
Skin irritation	+	0.5644	56.44%
Skin corrosion	-	0.9712	97.12%
Ames mutagenesis	-	0.7019	70.19%
Human Ether-a-go-go-Related Gene inhibition	-	0.4855	48.55%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.5186	51.86%
skin sensitisation	-	0.8627	86.27%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.6468	64.68%
Acute Oral Toxicity (c)	III	0.7593	75.93%
Estrogen receptor binding	+	0.7285	72.85%
Androgen receptor binding	+	0.6456	64.56%
Thyroid receptor binding	+	0.5672	56.72%
Glucocorticoid receptor binding	-	0.5064	50.64%
Aromatase binding	-	0.5806	58.06%
PPAR gamma	-	0.4868	48.68%
Honey bee toxicity	-	0.9064	90.64%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6505	65.05%
Fish aquatic toxicity	+	0.9908	99.08%

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	98.80%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.44%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.18%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.07%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.90%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.74%	100.00%
CHEMBL2581	P07339	Cathepsin D	82.28%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.08%	97.09%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	81.66%	92.78%
CHEMBL340	P08684	Cytochrome P450 3A4	80.66%	91.19%
CHEMBL1937	Q92769	Histone deacetylase 2	80.25%	94.75%

Plants that contains it

• Gymnomitrion obtusum

Cross-Links

• PubChem: 162981757
• LOTUS: LTS0158257
• wikiData: Q105157738