11-(3,7-Dimethylocta-2,6-dienyl)-4,4,8,8-tetramethyl-9-(2-methylpropanoyl)-3-prop-1-en-2-yltetracyclo[7.3.1.17,11.01,5]tetradecane-10,12,13-trione

Details

• Internal ID: 397a160d-2837-48cb-9e7f-dea7860a4c60
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Iridoids and derivatives
• IUPAC Name: 11-(3,7-dimethylocta-2,6-dienyl)-4,4,8,8-tetramethyl-9-(2-methylpropanoyl)-3-prop-1-en-2-yltetracyclo[7.3.1.17,11.01,5]tetradecane-10,12,13-trione
• SMILES (Canonical): CC(C)C(=O)C12C(=O)C3(CC(C1(C)C)CC4C(C(CC4(C3=O)C2=O)C(=C)C)(C)C)CC=C(C)CCC=C(C)C
• SMILES (Isomeric): CC(C)C(=O)C12C(=O)C3(CC(C1(C)C)CC4C(C(CC4(C3=O)C2=O)C(=C)C)(C)C)CC=C(C)CCC=C(C)C
• InChI: InChI=1S/C35H50O4/c1-20(2)13-12-14-23(7)15-16-33-18-24-17-26-31(8,9)25(21(3)4)19-34(26,28(33)37)30(39)35(29(33)38,32(24,10)11)27(36)22(5)6/h13,15,22,24-26H,3,12,14,16-19H2,1-2,4-11H3
• InChI Key: QDQCWXOFPHSKRP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₅₀O₄
• Molecular Weight: 534.80 g/mol
• Exact Mass: 534.37091007 g/mol
• Topological Polar Surface Area (TPSA): 68.30 Ų
• XlogP: 9.20
• Atomic LogP (AlogP): 7.66
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9937	99.37%
Caco-2	-	0.6695	66.95%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6266	62.66%
OATP2B1 inhibitior	-	0.8578	85.78%
OATP1B1 inhibitior	+	0.8716	87.16%
OATP1B3 inhibitior	+	0.8516	85.16%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.8805	88.05%
P-glycoprotein inhibitior	+	0.7322	73.22%
P-glycoprotein substrate	+	0.5539	55.39%
CYP3A4 substrate	+	0.6611	66.11%
CYP2C9 substrate	-	0.8017	80.17%
CYP2D6 substrate	-	0.7801	78.01%
CYP3A4 inhibition	-	0.8728	87.28%
CYP2C9 inhibition	-	0.6566	65.66%
CYP2C19 inhibition	-	0.8151	81.51%
CYP2D6 inhibition	-	0.9519	95.19%
CYP1A2 inhibition	-	0.7514	75.14%
CYP2C8 inhibition	-	0.7054	70.54%
CYP inhibitory promiscuity	-	0.7373	73.73%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6144	61.44%
Eye corrosion	-	0.9864	98.64%
Eye irritation	-	0.9134	91.34%
Skin irritation	-	0.5199	51.99%
Skin corrosion	-	0.9443	94.43%
Ames mutagenesis	-	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3895	38.95%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.5314	53.14%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.8584	85.84%
Acute Oral Toxicity (c)	III	0.4034	40.34%
Estrogen receptor binding	+	0.6877	68.77%
Androgen receptor binding	+	0.6914	69.14%
Thyroid receptor binding	+	0.6680	66.80%
Glucocorticoid receptor binding	+	0.7792	77.92%
Aromatase binding	+	0.7547	75.47%
PPAR gamma	+	0.7499	74.99%
Honey bee toxicity	-	0.6688	66.88%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.18%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.18%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.11%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.66%	94.45%
CHEMBL2581	P07339	Cathepsin D	93.25%	98.95%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	93.23%	82.69%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.10%	85.14%
CHEMBL299	P17252	Protein kinase C alpha	89.46%	98.03%
CHEMBL3437	Q16853	Amine oxidase, copper containing	88.79%	94.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	87.09%	91.24%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.99%	97.09%
CHEMBL1829	O15379	Histone deacetylase 3	86.14%	95.00%
CHEMBL5103	Q969S8	Histone deacetylase 10	85.51%	90.08%
CHEMBL3401	O75469	Pregnane X receptor	84.72%	94.73%
CHEMBL1937	Q92769	Histone deacetylase 2	84.26%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.20%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	84.05%	91.19%
CHEMBL221	P23219	Cyclooxygenase-1	83.85%	90.17%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.49%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.81%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.77%	95.89%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.34%	89.34%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.25%	97.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.11%	93.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.01%	95.56%

Plants that contains it

• Hypericum sampsonii

Cross-Links

• PubChem: 163006101
• LOTUS: LTS0135599
• wikiData: Q105218921