(1S,8R,9R,10S)-9-methyl-6,10-bis(3-methylbut-2-enyl)-9-(4-methylpent-3-enyl)-8-(2-methylpropanoyl)-4-oxatricyclo[6.3.1.01,5]dodec-5-ene-7,12-dione

Details

• Internal ID: 513bf6dd-3d1f-4d3d-a16a-1791ae548bc3
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids
• IUPAC Name: (1S,8R,9R,10S)-9-methyl-6,10-bis(3-methylbut-2-enyl)-9-(4-methylpent-3-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)(CCO3)CC(C2(C)CCC=C(C)C)CC=C(C)C)CC=C(C)C
• SMILES (Isomeric): CC(C)C(=O)[C@]12C(=O)C(=C3[C@@](C1=O)(CCO3)C[C@@H]([C@@]2(C)CCC=C(C)C)CC=C(C)C)CC=C(C)C
• InChI: InChI=1S/C32H46O4/c1-20(2)11-10-16-30(9)24(14-12-21(3)4)19-31-17-18-36-28(31)25(15-13-22(5)6)27(34)32(30,29(31)35)26(33)23(7)8/h11-13,23-24H,10,14-19H2,1-9H3/t24-,30+,31+,32-/m0/s1
• InChI Key: UFLRPJGNURHISL-FTVIZOJLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₄₆O₄
• Molecular Weight: 494.70 g/mol
• Exact Mass: 494.33960994 g/mol
• Topological Polar Surface Area (TPSA): 60.40 Ų
• XlogP: 8.10
• Atomic LogP (AlogP): 7.50
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 9

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	+	0.6575	65.75%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8189	81.89%
OATP2B1 inhibitior	-	0.8573	85.73%
OATP1B1 inhibitior	+	0.8787	87.87%
OATP1B3 inhibitior	+	0.9702	97.02%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	+	0.7183	71.83%
BSEP inhibitior	+	0.8184	81.84%
P-glycoprotein inhibitior	+	0.5721	57.21%
P-glycoprotein substrate	-	0.5834	58.34%
CYP3A4 substrate	+	0.6517	65.17%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8500	85.00%
CYP3A4 inhibition	-	0.8329	83.29%
CYP2C9 inhibition	-	0.8033	80.33%
CYP2C19 inhibition	-	0.9046	90.46%
CYP2D6 inhibition	-	0.9485	94.85%
CYP1A2 inhibition	-	0.7953	79.53%
CYP2C8 inhibition	-	0.7371	73.71%
CYP inhibitory promiscuity	-	0.7731	77.31%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5590	55.90%
Eye corrosion	-	0.9868	98.68%
Eye irritation	-	0.8655	86.55%
Skin irritation	-	0.5383	53.83%
Skin corrosion	-	0.9276	92.76%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7797	77.97%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.7098	70.98%
skin sensitisation	-	0.7863	78.63%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.5889	58.89%
Acute Oral Toxicity (c)	III	0.7396	73.96%
Estrogen receptor binding	+	0.7115	71.15%
Androgen receptor binding	+	0.6729	67.29%
Thyroid receptor binding	+	0.6769	67.69%
Glucocorticoid receptor binding	+	0.7411	74.11%
Aromatase binding	+	0.6130	61.30%
PPAR gamma	+	0.7030	70.30%
Honey bee toxicity	-	0.7663	76.63%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9945	99.45%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.36%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.13%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	97.95%	83.82%
CHEMBL3401	O75469	Pregnane X receptor	92.96%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.88%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.20%	97.25%
CHEMBL2581	P07339	Cathepsin D	91.80%	98.95%
CHEMBL5103	Q969S8	Histone deacetylase 10	90.54%	90.08%
CHEMBL1937	Q92769	Histone deacetylase 2	89.13%	94.75%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	88.84%	83.57%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.52%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.26%	85.14%
CHEMBL221	P23219	Cyclooxygenase-1	87.21%	90.17%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.45%	92.62%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	84.66%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.78%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.34%	100.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.13%	95.71%
CHEMBL340	P08684	Cytochrome P450 3A4	81.42%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.02%	95.56%
CHEMBL1829	O15379	Histone deacetylase 3	80.05%	95.00%

Plants that contains it

• Hypericum perforatum

Cross-Links

• PubChem: 163010721
• LOTUS: LTS0189795
• wikiData: Q105271962