8-Hydroxy-3-(2-hydroxypropan-2-yl)-4,4,7-trimethyl-9-(2-methylbutanoyl)tricyclo[5.3.1.01,5]undec-8-ene-10,11-dione

Details

• Internal ID: 77462c50-52f9-4302-b7b9-634eb2fff05b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Iridoids and derivatives
• IUPAC Name: 8-hydroxy-3-(2-hydroxypropan-2-yl)-4,4,7-trimethyl-9-(2-methylbutanoyl)tricyclo[5.3.1.01,5]undec-8-ene-10,11-dione
• SMILES (Canonical): CCC(C)C(=O)C1=C(C2(CC3C(C(CC3(C1=O)C2=O)C(C)(C)O)(C)C)C)O
• SMILES (Isomeric): CCC(C)C(=O)C1=C(C2(CC3C(C(CC3(C1=O)C2=O)C(C)(C)O)(C)C)C)O
• InChI: InChI=1S/C22H32O5/c1-8-11(2)15(23)14-16(24)21(7)9-13-19(3,4)12(20(5,6)27)10-22(13,17(14)25)18(21)26/h11-13,24,27H,8-10H2,1-7H3
• InChI Key: FJNXVNRYBMBVDI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₂O₅
• Molecular Weight: 376.50 g/mol
• Exact Mass: 376.22497412 g/mol
• Topological Polar Surface Area (TPSA): 91.70 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.40
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9969	99.69%
Caco-2	+	0.5797	57.97%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7068	70.68%
OATP2B1 inhibitior	-	0.8558	85.58%
OATP1B1 inhibitior	+	0.8503	85.03%
OATP1B3 inhibitior	+	0.9336	93.36%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.7595	75.95%
P-glycoprotein inhibitior	-	0.7446	74.46%
P-glycoprotein substrate	-	0.5549	55.49%
CYP3A4 substrate	+	0.5517	55.17%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8739	87.39%
CYP3A4 inhibition	-	0.7287	72.87%
CYP2C9 inhibition	-	0.6992	69.92%
CYP2C19 inhibition	-	0.8438	84.38%
CYP2D6 inhibition	-	0.9201	92.01%
CYP1A2 inhibition	-	0.8445	84.45%
CYP2C8 inhibition	-	0.7603	76.03%
CYP inhibitory promiscuity	-	0.7565	75.65%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.8613	86.13%
Carcinogenicity (trinary)	Non-required	0.5828	58.28%
Eye corrosion	-	0.9865	98.65%
Eye irritation	-	0.8291	82.91%
Skin irritation	-	0.5559	55.59%
Skin corrosion	-	0.9485	94.85%
Ames mutagenesis	-	0.7337	73.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.5329	53.29%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.5245	52.45%
skin sensitisation	-	0.5438	54.38%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.8692	86.92%
Acute Oral Toxicity (c)	II	0.4254	42.54%
Estrogen receptor binding	+	0.7096	70.96%
Androgen receptor binding	+	0.5574	55.74%
Thyroid receptor binding	+	0.6826	68.26%
Glucocorticoid receptor binding	+	0.6740	67.40%
Aromatase binding	+	0.6680	66.80%
PPAR gamma	+	0.7048	70.48%
Honey bee toxicity	-	0.8875	88.75%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
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
CHEMBL4040	P28482	MAP kinase ERK2	99.42%	83.82%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.46%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.76%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.21%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.18%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.15%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.04%	94.45%
CHEMBL220	P22303	Acetylcholinesterase	91.13%	94.45%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	90.50%	83.57%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.14%	82.69%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	87.16%	96.47%
CHEMBL230	P35354	Cyclooxygenase-2	86.94%	89.63%
CHEMBL236	P41143	Delta opioid receptor	84.30%	99.35%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.51%	93.56%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.18%	96.95%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.75%	95.71%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	81.50%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.36%	94.33%
CHEMBL1907588	P02708	Acetylcholine receptor; alpha1/beta1/delta/gamma	80.59%	98.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.55%	95.56%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.53%	89.34%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	80.18%	90.93%

Plants that contains it

• Hypericum papuanum

Cross-Links

• PubChem: 75094339
• LOTUS: LTS0148879
• wikiData: Q104667451