(1S,2R,5R,6R,8R,11R)-2-[(E,3R,5R)-3,5-dimethylhept-1-enyl]-5,11-dihydroxy-8-methyl-7,9-dioxatricyclo[6.2.1.01,6]undec-3-en-10-one

Details

• Internal ID: 1c432d9b-9546-46b1-b6c2-eef2cd80fbd3
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Ethers > Acetals > Ketals
• IUPAC Name: (1S,2R,5R,6R,8R,11R)-2-[(E,3R,5R)-3,5-dimethylhept-1-enyl]-5,11-dihydroxy-8-methyl-7,9-dioxatricyclo[6.2.1.01,6]undec-3-en-10-one
• InChI: InChI=1S/C19H28O5/c1-5-11(2)10-12(3)6-7-13-8-9-14(20)15-19(13)16(21)18(4,23-15)24-17(19)22/h6-9,11-16,20-21H,5,10H2,1-4H3/b7-6+/t11-,12+,13-,14-,15+,16+,18-,19-/m1/s1
• InChI Key: KMJIBJZHUZVXRL-FOUMXNLPSA-N
• Popularity: 2 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): 76.00 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.18
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9791	97.91%
Caco-2	+	0.5600	56.00%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.4513	45.13%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8165	81.65%
OATP1B3 inhibitior	+	0.8730	87.30%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6496	64.96%
P-glycoprotein inhibitior	-	0.8747	87.47%
P-glycoprotein substrate	-	0.6122	61.22%
CYP3A4 substrate	+	0.6097	60.97%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8171	81.71%
CYP3A4 inhibition	-	0.7999	79.99%
CYP2C9 inhibition	-	0.8372	83.72%
CYP2C19 inhibition	-	0.8233	82.33%
CYP2D6 inhibition	-	0.9481	94.81%
CYP1A2 inhibition	-	0.7470	74.70%
CYP2C8 inhibition	-	0.8375	83.75%
CYP inhibitory promiscuity	-	0.7164	71.64%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Danger	0.3859	38.59%
Eye corrosion	-	0.9874	98.74%
Eye irritation	-	0.9745	97.45%
Skin irritation	-	0.5230	52.30%
Skin corrosion	-	0.8678	86.78%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7503	75.03%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	+	0.7000	70.00%
skin sensitisation	-	0.7155	71.55%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.6138	61.38%
Acute Oral Toxicity (c)	III	0.4943	49.43%
Estrogen receptor binding	+	0.6020	60.20%
Androgen receptor binding	+	0.6039	60.39%
Thyroid receptor binding	+	0.5836	58.36%
Glucocorticoid receptor binding	+	0.5705	57.05%
Aromatase binding	+	0.5657	56.57%
PPAR gamma	+	0.5194	51.94%
Honey bee toxicity	-	0.7530	75.30%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9627	96.27%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.29%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.74%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.21%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.41%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.99%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	89.49%	90.17%
CHEMBL3401	O75469	Pregnane X receptor	88.73%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.33%	89.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.91%	89.34%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.25%	93.56%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.05%	96.47%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163066198
• LOTUS: LTS0160211
• wikiData: Q105142993