(8R,14R)-7-hydroxy-2,2,4,4,10,10,12,12-octamethyl-6-(3-methylbutanoyl)-8,14-bis(2-methylpropyl)-8,14-dihydrochromeno[2,3-a]xanthene-1,3,9,11-tetrone

Details

• Internal ID: ee10a34a-47c7-47c0-b5b1-03b302e9b4b3
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthenes
• IUPAC Name: (8R,14R)-7-hydroxy-2,2,4,4,10,10,12,12-octamethyl-6-(3-methylbutanoyl)-8,14-bis(2-methylpropyl)-8,14-dihydrochromeno[2,3-a]xanthene-1,3,9,11-tetrone
• SMILES (Canonical): CC(C)CC1C2=C(C(=C3C(=C2OC4=C1C(=O)C(C(=O)C4(C)C)(C)C)C(C5=C(O3)C(C(=O)C(C5=O)(C)C)(C)C)CC(C)C)C(=O)CC(C)C)O
• SMILES (Isomeric): CC(C)C[C@@H]1C2=C(C(=C3C(=C2OC4=C1C(=O)C(C(=O)C4(C)C)(C)C)[C@H](C5=C(O3)C(C(=O)C(C5=O)(C)C)(C)C)CC(C)C)C(=O)CC(C)C)O
• InChI: InChI=1S/C41H54O8/c1-18(2)15-21-24-29(43)28(23(42)17-20(5)6)31-25(30(24)48-34-26(21)32(44)38(7,8)36(46)40(34,11)12)22(16-19(3)4)27-33(45)39(9,10)37(47)41(13,14)35(27)49-31/h18-22,43H,15-17H2,1-14H3/t21-,22-/m1/s1
• InChI Key: HBDHPJPEHQRJMY-FGZHOGPDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₅₄O₈
• Molecular Weight: 674.90 g/mol
• Exact Mass: 674.38186868 g/mol
• Topological Polar Surface Area (TPSA): 124.00 Ų
• XlogP: 9.20
• Atomic LogP (AlogP): 8.58
• H-Bond Acceptor: 8
• 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	+	0.9872	98.72%
Caco-2	-	0.7610	76.10%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8245	82.45%
OATP2B1 inhibitior	-	0.8578	85.78%
OATP1B1 inhibitior	+	0.7426	74.26%
OATP1B3 inhibitior	+	0.9648	96.48%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.8564	85.64%
P-glycoprotein inhibitior	+	0.7514	75.14%
P-glycoprotein substrate	-	0.6554	65.54%
CYP3A4 substrate	+	0.5945	59.45%
CYP2C9 substrate	-	0.8027	80.27%
CYP2D6 substrate	-	0.8462	84.62%
CYP3A4 inhibition	-	0.5417	54.17%
CYP2C9 inhibition	+	0.7872	78.72%
CYP2C19 inhibition	+	0.5869	58.69%
CYP2D6 inhibition	-	0.8083	80.83%
CYP1A2 inhibition	-	0.6960	69.60%
CYP2C8 inhibition	-	0.7342	73.42%
CYP inhibitory promiscuity	+	0.5825	58.25%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9513	95.13%
Carcinogenicity (trinary)	Non-required	0.5220	52.20%
Eye corrosion	-	0.9877	98.77%
Eye irritation	-	0.7874	78.74%
Skin irritation	-	0.6720	67.20%
Skin corrosion	-	0.9152	91.52%
Ames mutagenesis	-	0.5482	54.82%
Human Ether-a-go-go-Related Gene inhibition	-	0.6114	61.14%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.6553	65.53%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.5639	56.39%
Acute Oral Toxicity (c)	III	0.4130	41.30%
Estrogen receptor binding	+	0.7828	78.28%
Androgen receptor binding	+	0.7319	73.19%
Thyroid receptor binding	+	0.6315	63.15%
Glucocorticoid receptor binding	+	0.7475	74.75%
Aromatase binding	+	0.6929	69.29%
PPAR gamma	+	0.7805	78.05%
Honey bee toxicity	-	0.8828	88.28%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	+	0.9803	98.03%

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	97.52%	83.82%
CHEMBL2581	P07339	Cathepsin D	96.92%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.65%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.14%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.08%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.02%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	94.21%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.85%	97.25%
CHEMBL332	P03956	Matrix metalloproteinase-1	87.20%	94.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.60%	99.23%
CHEMBL5103	Q969S8	Histone deacetylase 10	85.23%	90.08%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	83.83%	89.67%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.59%	94.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.03%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.05%	97.09%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	81.78%	92.78%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.72%	91.24%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.40%	90.71%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.28%	93.56%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	80.05%	85.11%

Plants that contains it

• Rhodomyrtus tomentosa

Cross-Links

• PubChem: 132487859
• LOTUS: LTS0260118
• wikiData: Q105025222