3-(2-Hydroxypropan-2-yl)-9,9-dimethyl-6,10-bis(3-methylbut-2-enyl)-8-(2-methylpropanoyl)-4-oxatricyclo[6.3.1.01,5]dodec-5-ene-7,12-dione

Details

• Internal ID: ceb85851-dec8-401d-8cc7-1f02fd4c369b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids
• IUPAC Name: 3-(2-hydroxypropan-2-yl)-9,9-dimethyl-6,10-bis(3-methylbut-2-enyl)-8-(2-methylpropanoyl)-4-oxatricyclo[6.3.1.01,5]dodec-5-ene-7,12-dione
• SMILES (Canonical): CC(C)C(=O)C12C(=O)C(=C3C(C1=O)(CC(C2(C)C)CC=C(C)C)CC(O3)C(C)(C)O)CC=C(C)C
• SMILES (Isomeric): CC(C)C(=O)C12C(=O)C(=C3C(C1=O)(CC(C2(C)C)CC=C(C)C)CC(O3)C(C)(C)O)CC=C(C)C
• InChI: InChI=1S/C30H44O5/c1-17(2)11-13-20-15-29-16-22(28(9,10)34)35-25(29)21(14-12-18(3)4)24(32)30(26(29)33,27(20,7)8)23(31)19(5)6/h11-12,19-20,22,34H,13-16H2,1-10H3
• InChI Key: UWZUPSXSBAFYHU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₄O₅
• Molecular Weight: 484.70 g/mol
• Exact Mass: 484.31887450 g/mol
• Topological Polar Surface Area (TPSA): 80.70 Ų
• XlogP: 6.20
• Atomic LogP (AlogP): 5.91
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 7

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	-	0.5508	55.08%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8028	80.28%
OATP2B1 inhibitior	-	0.8542	85.42%
OATP1B1 inhibitior	+	0.8843	88.43%
OATP1B3 inhibitior	+	0.8860	88.60%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.7762	77.62%
P-glycoprotein inhibitior	-	0.4655	46.55%
P-glycoprotein substrate	-	0.5520	55.20%
CYP3A4 substrate	+	0.6359	63.59%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8641	86.41%
CYP3A4 inhibition	-	0.9194	91.94%
CYP2C9 inhibition	-	0.7894	78.94%
CYP2C19 inhibition	-	0.8446	84.46%
CYP2D6 inhibition	-	0.9296	92.96%
CYP1A2 inhibition	-	0.8350	83.50%
CYP2C8 inhibition	-	0.7585	75.85%
CYP inhibitory promiscuity	-	0.7249	72.49%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5272	52.72%
Eye corrosion	-	0.9830	98.30%
Eye irritation	-	0.8263	82.63%
Skin irritation	-	0.5674	56.74%
Skin corrosion	-	0.9076	90.76%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3626	36.26%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.6501	65.01%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.5256	52.56%
Acute Oral Toxicity (c)	III	0.4622	46.22%
Estrogen receptor binding	+	0.7624	76.24%
Androgen receptor binding	+	0.6327	63.27%
Thyroid receptor binding	+	0.6618	66.18%
Glucocorticoid receptor binding	+	0.6948	69.48%
Aromatase binding	+	0.6764	67.64%
PPAR gamma	+	0.7565	75.65%
Honey bee toxicity	-	0.8143	81.43%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9734	97.34%

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	98.49%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.75%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.95%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.15%	85.14%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	94.37%	89.34%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	92.32%	95.71%
CHEMBL3401	O75469	Pregnane X receptor	92.24%	94.73%
CHEMBL2581	P07339	Cathepsin D	89.84%	98.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	89.38%	92.62%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.28%	91.07%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.85%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.44%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.02%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	85.28%	90.17%
CHEMBL5103	Q969S8	Histone deacetylase 10	85.01%	90.08%
CHEMBL340	P08684	Cytochrome P450 3A4	83.95%	91.19%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	83.54%	95.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.52%	97.09%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.18%	89.50%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	81.06%	83.57%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.90%	96.90%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.18%	95.56%

Plants that contains it

• Garcinia subelliptica

Cross-Links

• PubChem: 72992188
• LOTUS: LTS0110038
• wikiData: Q105280654