6-hexanoyl-4a,7-dihydroxy-2,2,4,4,10,10,12,12-octamethyl-8-(2-methylpropyl)-14-propan-2-yl-14,14a-dihydro-8H-chromeno[2,3-a]xanthene-1,3,9,11-tetrone

Details

• Internal ID: 59e1dbbc-f0e3-455d-b85a-5e86a48f1e6c
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthenes
• IUPAC Name: 6-hexanoyl-4a,7-dihydroxy-2,2,4,4,10,10,12,12-octamethyl-8-(2-methylpropyl)-14-propan-2-yl-14,14a-dihydro-8H-chromeno[2,3-a]xanthene-1,3,9,11-tetrone
• SMILES (Canonical): CCCCCC(=O)C1=C2C(=C3C(=C1O)C(C4=C(O3)C(C(=O)C(C4=O)(C)C)(C)C)CC(C)C)C(C5C(=O)C(C(=O)C(C5(O2)O)(C)C)(C)C)C(C)C
• SMILES (Isomeric): CCCCCC(=O)C1=C2C(=C3C(=C1O)C(C4=C(O3)C(C(=O)C(C4=O)(C)C)(C)C)CC(C)C)C(C5C(=O)C(C(=O)C(C5(O2)O)(C)C)(C)C)C(C)C
• InChI: InChI=1S/C41H56O9/c1-14-15-16-17-22(42)26-29(43)24-21(18-19(2)3)25-32(44)37(6,7)35(46)39(10,11)34(25)49-30(24)27-23(20(4)5)28-33(45)38(8,9)36(47)40(12,13)41(28,48)50-31(26)27/h19-21,23,28,43,48H,14-18H2,1-13H3
• InChI Key: LLXUVPHCMSRQLV-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₅₆O₉
• Molecular Weight: 692.90 g/mol
• Exact Mass: 692.39243336 g/mol
• Topological Polar Surface Area (TPSA): 144.00 Ų
• XlogP: 8.50
• Atomic LogP (AlogP): 7.78
• H-Bond Acceptor: 9
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9808	98.08%
Caco-2	-	0.7907	79.07%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8402	84.02%
OATP2B1 inhibitior	-	0.8580	85.80%
OATP1B1 inhibitior	+	0.7740	77.40%
OATP1B3 inhibitior	+	0.9238	92.38%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.8068	80.68%
P-glycoprotein inhibitior	+	0.7674	76.74%
P-glycoprotein substrate	+	0.6557	65.57%
CYP3A4 substrate	+	0.6823	68.23%
CYP2C9 substrate	-	0.8021	80.21%
CYP2D6 substrate	-	0.8540	85.40%
CYP3A4 inhibition	-	0.5081	50.81%
CYP2C9 inhibition	-	0.6735	67.35%
CYP2C19 inhibition	-	0.7496	74.96%
CYP2D6 inhibition	-	0.8738	87.38%
CYP1A2 inhibition	-	0.6176	61.76%
CYP2C8 inhibition	+	0.6173	61.73%
CYP inhibitory promiscuity	-	0.6227	62.27%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5585	55.85%
Eye corrosion	-	0.9927	99.27%
Eye irritation	-	0.8795	87.95%
Skin irritation	-	0.6105	61.05%
Skin corrosion	-	0.9215	92.15%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6144	61.44%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.7617	76.17%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.7968	79.68%
Acute Oral Toxicity (c)	III	0.6116	61.16%
Estrogen receptor binding	+	0.7108	71.08%
Androgen receptor binding	+	0.7581	75.81%
Thyroid receptor binding	+	0.5908	59.08%
Glucocorticoid receptor binding	+	0.7500	75.00%
Aromatase binding	+	0.7391	73.91%
PPAR gamma	+	0.7349	73.49%
Honey bee toxicity	-	0.8579	85.79%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5304	53.04%
Fish aquatic toxicity	+	0.9975	99.75%

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	99.82%	83.82%
CHEMBL230	P35354	Cyclooxygenase-2	99.78%	89.63%
CHEMBL2581	P07339	Cathepsin D	99.22%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.05%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.91%	94.45%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	97.73%	95.17%
CHEMBL221	P23219	Cyclooxygenase-1	97.59%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.23%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.91%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.14%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.08%	97.09%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	92.00%	97.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.34%	93.56%
CHEMBL325	Q13547	Histone deacetylase 1	89.84%	95.92%
CHEMBL5103	Q969S8	Histone deacetylase 10	89.16%	90.08%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	89.11%	91.24%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.61%	93.99%
CHEMBL1907	P15144	Aminopeptidase N	87.23%	93.31%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.73%	99.17%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.40%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.71%	94.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.68%	90.71%
CHEMBL1937	Q92769	Histone deacetylase 2	84.18%	94.75%
CHEMBL5255	O00206	Toll-like receptor 4	82.79%	92.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.72%	89.00%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	82.39%	97.29%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	82.32%	92.78%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	82.30%	95.34%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	82.18%	98.33%
CHEMBL1944495	P28065	Proteasome subunit beta type-9	80.80%	97.50%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.47%	96.47%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.30%	96.38%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	80.25%	92.29%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.06%	100.00%

Plants that contains it

• Corymbia scabrida

Cross-Links

• PubChem: 74423093
• LOTUS: LTS0224690
• wikiData: Q105153781