[(1S,4aS,7R,7aR)-4,7-dimethyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-1-yl] acetate

Details

• Internal ID: e0551cd6-8e11-445b-a65a-7f958ef975b7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Iridoids and derivatives
• IUPAC Name: [(1S,4aS,7R,7aR)-4,7-dimethyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-1-yl] acetate
• SMILES (Canonical): CC1CCC2C1C(OC=C2C)OC(=O)C
• SMILES (Isomeric): C[C@@H]1CC[C@H]2[C@@H]1[C@@H](OC=C2C)OC(=O)C
• InChI: InChI=1S/C12H18O3/c1-7-4-5-10-8(2)6-14-12(11(7)10)15-9(3)13/h6-7,10-12H,4-5H2,1-3H3/t7-,10-,11-,12+/m1/s1
• InChI Key: UVHMHLNMYIOYOX-PUYANOKMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₈O₃
• Molecular Weight: 210.27 g/mol
• Exact Mass: 210.125594432 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.47
• H-Bond Acceptor: 3
• 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	+	0.9945	99.45%
Caco-2	+	0.8204	82.04%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.3640	36.40%
OATP2B1 inhibitior	-	0.8549	85.49%
OATP1B1 inhibitior	+	0.9107	91.07%
OATP1B3 inhibitior	+	0.9449	94.49%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8692	86.92%
P-glycoprotein inhibitior	-	0.9391	93.91%
P-glycoprotein substrate	-	0.8932	89.32%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.7958	79.58%
CYP2D6 substrate	-	0.8520	85.20%
CYP3A4 inhibition	-	0.8649	86.49%
CYP2C9 inhibition	-	0.8527	85.27%
CYP2C19 inhibition	-	0.7099	70.99%
CYP2D6 inhibition	-	0.8977	89.77%
CYP1A2 inhibition	+	0.6799	67.99%
CYP2C8 inhibition	-	0.7771	77.71%
CYP inhibitory promiscuity	-	0.7899	78.99%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5926	59.26%
Eye corrosion	-	0.8407	84.07%
Eye irritation	-	0.5117	51.17%
Skin irritation	+	0.5540	55.40%
Skin corrosion	-	0.9121	91.21%
Ames mutagenesis	-	0.6670	66.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.6422	64.22%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.5837	58.37%
skin sensitisation	-	0.5705	57.05%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.5843	58.43%
Acute Oral Toxicity (c)	III	0.6104	61.04%
Estrogen receptor binding	-	0.8104	81.04%
Androgen receptor binding	-	0.6091	60.91%
Thyroid receptor binding	-	0.6050	60.50%
Glucocorticoid receptor binding	-	0.7856	78.56%
Aromatase binding	-	0.8671	86.71%
PPAR gamma	-	0.7498	74.98%
Honey bee toxicity	-	0.9391	93.91%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	-	0.5605	56.05%
Fish aquatic toxicity	+	0.9410	94.10%

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	93.01%	96.09%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	91.81%	94.80%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.44%	91.11%
CHEMBL2581	P07339	Cathepsin D	88.79%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.15%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	83.08%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.75%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.39%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.37%	89.00%
CHEMBL4040	P28482	MAP kinase ERK2	82.15%	83.82%

Plants that contains it

• Eremophila deserti

Cross-Links

• PubChem: 163086956
• LOTUS: LTS0228447
• wikiData: Q105279872