[(1aR,2S,4R,4aR,7bS)-1,1,4,7-tetramethyl-1a,2,3,4,4a,5,6,7b-octahydrocyclopropa[e]azulen-2-yl] acetate

Details

• Internal ID: c39ee70f-0129-4a2f-9c07-56722e854175
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Aromadendrane sesquiterpenoids > 5,10-cycloaromadendrane sesquiterpenoids
• IUPAC Name: [(1aR,2S,4R,4aR,7bS)-1,1,4,7-tetramethyl-1a,2,3,4,4a,5,6,7b-octahydrocyclopropa[e]azulen-2-yl] acetate
• SMILES (Canonical): CC1CC(C2C(C2(C)C)C3=C(CCC13)C)OC(=O)C
• SMILES (Isomeric): C[C@@H]1C[C@@H]([C@@H]2[C@@H](C2(C)C)C3=C(CC[C@H]13)C)OC(=O)C
• InChI: InChI=1S/C17H26O2/c1-9-6-7-12-10(2)8-13(19-11(3)18)15-16(14(9)12)17(15,4)5/h10,12-13,15-16H,6-8H2,1-5H3/t10-,12-,13+,15-,16+/m1/s1
• InChI Key: JYFKSIQIWVCPSR-BCEUIYSSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₆O₂
• Molecular Weight: 262.40 g/mol
• Exact Mass: 262.193280068 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.96
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9963	99.63%
Caco-2	+	0.8383	83.83%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5997	59.97%
OATP2B1 inhibitior	-	0.8526	85.26%
OATP1B1 inhibitior	+	0.9051	90.51%
OATP1B3 inhibitior	+	0.9441	94.41%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.9080	90.80%
P-glycoprotein inhibitior	-	0.7685	76.85%
P-glycoprotein substrate	-	0.8318	83.18%
CYP3A4 substrate	+	0.6535	65.35%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8603	86.03%
CYP3A4 inhibition	-	0.9132	91.32%
CYP2C9 inhibition	-	0.7272	72.72%
CYP2C19 inhibition	+	0.5533	55.33%
CYP2D6 inhibition	-	0.9339	93.39%
CYP1A2 inhibition	-	0.6803	68.03%
CYP2C8 inhibition	-	0.6877	68.77%
CYP inhibitory promiscuity	-	0.9067	90.67%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5080	50.80%
Eye corrosion	-	0.9570	95.70%
Eye irritation	+	0.5503	55.03%
Skin irritation	+	0.5201	52.01%
Skin corrosion	-	0.9764	97.64%
Ames mutagenesis	-	0.8200	82.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4074	40.74%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.5927	59.27%
skin sensitisation	+	0.6664	66.64%
Respiratory toxicity	-	0.7556	75.56%
Reproductive toxicity	-	0.5667	56.67%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.4670	46.70%
Acute Oral Toxicity (c)	III	0.7827	78.27%
Estrogen receptor binding	+	0.6753	67.53%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.5803	58.03%
Glucocorticoid receptor binding	-	0.5104	51.04%
Aromatase binding	-	0.7445	74.45%
PPAR gamma	-	0.7117	71.17%
Honey bee toxicity	-	0.7426	74.26%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5745	57.45%
Fish aquatic toxicity	+	0.9821	98.21%

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	96.24%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.82%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	88.42%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.66%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.55%	92.94%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.67%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.32%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.35%	95.56%
CHEMBL5028	O14672	ADAM10	80.99%	97.50%
CHEMBL2581	P07339	Cathepsin D	80.60%	98.95%

Plants that contains it

• Helichrysum nudifolium

Cross-Links

• PubChem: 162858278
• LOTUS: LTS0005733
• wikiData: Q105136964