[(1R,2S,3S,6R,7S,11S)-11-acetyloxy-2,6,7-trimethyl-10-methylidene-3-tricyclo[5.3.1.02,6]undecanyl] acetate

Details

• Internal ID: 00f247c1-1b9f-44b7-add4-e3cd349e256f
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Dicarboxylic acids and derivatives
• IUPAC Name: [(1R,2S,3S,6R,7S,11S)-11-acetyloxy-2,6,7-trimethyl-10-methylidene-3-tricyclo[5.3.1.02,6]undecanyl] acetate
• SMILES (Canonical): CC(=O)OC1CCC2(C1(C3C(C2(CCC3=C)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(CCC3=C)C)OC(=O)C)C)C
• InChI: InChI=1S/C19H28O4/c1-11-7-9-17(4)16(23-13(3)21)15(11)19(6)14(22-12(2)20)8-10-18(17,19)5/h14-16H,1,7-10H2,2-6H3/t14-,15-,16-,17+,18+,19-/m0/s1
• InChI Key: WKRHYVLCTWZIEI-ZUQJMZMUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₈O₄
• Molecular Weight: 320.40 g/mol
• Exact Mass: 320.19875937 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.64
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9920	99.20%
Caco-2	+	0.7967	79.67%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6999	69.99%
OATP2B1 inhibitior	-	0.8583	85.83%
OATP1B1 inhibitior	+	0.8824	88.24%
OATP1B3 inhibitior	+	0.8859	88.59%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.7725	77.25%
P-glycoprotein inhibitior	-	0.5459	54.59%
P-glycoprotein substrate	-	0.9256	92.56%
CYP3A4 substrate	+	0.6281	62.81%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8603	86.03%
CYP3A4 inhibition	-	0.7486	74.86%
CYP2C9 inhibition	-	0.8564	85.64%
CYP2C19 inhibition	-	0.8710	87.10%
CYP2D6 inhibition	-	0.9564	95.64%
CYP1A2 inhibition	-	0.7798	77.98%
CYP2C8 inhibition	+	0.4907	49.07%
CYP inhibitory promiscuity	-	0.9429	94.29%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6075	60.75%
Eye corrosion	-	0.9866	98.66%
Eye irritation	-	0.7940	79.40%
Skin irritation	+	0.6044	60.44%
Skin corrosion	-	0.9619	96.19%
Ames mutagenesis	-	0.7342	73.42%
Human Ether-a-go-go-Related Gene inhibition	-	0.4465	44.65%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	-	0.5334	53.34%
skin sensitisation	-	0.6197	61.97%
Respiratory toxicity	-	0.7222	72.22%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.7559	75.59%
Acute Oral Toxicity (c)	III	0.7108	71.08%
Estrogen receptor binding	+	0.7743	77.43%
Androgen receptor binding	+	0.6569	65.69%
Thyroid receptor binding	+	0.5371	53.71%
Glucocorticoid receptor binding	-	0.5595	55.95%
Aromatase binding	-	0.4897	48.97%
PPAR gamma	-	0.5192	51.92%
Honey bee toxicity	-	0.8295	82.95%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6155	61.55%
Fish aquatic toxicity	+	1.0000	100.00%

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	96.39%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.82%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	88.25%	91.19%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.19%	92.94%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.50%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.03%	94.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.96%	95.50%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	82.51%	92.78%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.18%	95.56%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.13%	93.04%

Plants that contains it

• Gymnomitrion obtusum

Cross-Links

• PubChem: 162925965
• LOTUS: LTS0226469
• wikiData: Q105307649