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

Details

• Internal ID: f0dd7cce-d5b2-4a61-9d60-05625193fa27
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthenes
• IUPAC Name: 4a,7-dihydroxy-2,2,4,4,10,10,12,12-octamethyl-6-(2-methylpropanoyl)-8,14-di(propan-2-yl)-14,14a-dihydro-8H-chromeno[2,3-a]xanthene-1,3,9,11-tetrone
• SMILES (Canonical): CC(C)C1C2C(=O)C(C(=O)C(C2(OC3=C(C(=C4C(C5=C(C(C(=O)C(C5=O)(C)C)(C)C)OC4=C13)C(C)C)O)C(=O)C(C)C)O)(C)C)(C)C
• SMILES (Isomeric): CC(C)C1C2C(=O)C(C(=O)C(C2(OC3=C(C(=C4C(C5=C(C(C(=O)C(C5=O)(C)C)(C)C)OC4=C13)C(C)C)O)C(=O)C(C)C)O)(C)C)(C)C
• InChI: InChI=1S/C38H50O9/c1-15(2)18-20-26(40)23(25(39)17(5)6)28-21(27(20)46-31-22(18)29(41)34(7,8)32(43)36(31,11)12)19(16(3)4)24-30(42)35(9,10)33(44)37(13,14)38(24,45)47-28/h15-19,24,40,45H,1-14H3
• InChI Key: ITNDAFZKMDPQMX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₅₀O₉
• Molecular Weight: 650.80 g/mol
• Exact Mass: 650.34548317 g/mol
• Topological Polar Surface Area (TPSA): 144.00 Ų
• XlogP: 7.10
• Atomic LogP (AlogP): 6.46
• H-Bond Acceptor: 9
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9859	98.59%
Caco-2	-	0.7814	78.14%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8537	85.37%
OATP2B1 inhibitior	-	0.7102	71.02%
OATP1B1 inhibitior	+	0.8444	84.44%
OATP1B3 inhibitior	+	0.9370	93.70%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.7515	75.15%
P-glycoprotein inhibitior	+	0.6681	66.81%
P-glycoprotein substrate	-	0.5753	57.53%
CYP3A4 substrate	+	0.6619	66.19%
CYP2C9 substrate	-	0.8019	80.19%
CYP2D6 substrate	-	0.8673	86.73%
CYP3A4 inhibition	-	0.8266	82.66%
CYP2C9 inhibition	+	0.8385	83.85%
CYP2C19 inhibition	-	0.5805	58.05%
CYP2D6 inhibition	-	0.8968	89.68%
CYP1A2 inhibition	-	0.8117	81.17%
CYP2C8 inhibition	+	0.4486	44.86%
CYP inhibitory promiscuity	-	0.5457	54.57%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9531	95.31%
Carcinogenicity (trinary)	Danger	0.5601	56.01%
Eye corrosion	-	0.9864	98.64%
Eye irritation	-	0.8151	81.51%
Skin irritation	-	0.5613	56.13%
Skin corrosion	-	0.9308	93.08%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5998	59.98%
Micronuclear	+	0.6900	69.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.6684	66.84%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.5570	55.70%
Acute Oral Toxicity (c)	III	0.6330	63.30%
Estrogen receptor binding	+	0.7505	75.05%
Androgen receptor binding	+	0.7343	73.43%
Thyroid receptor binding	+	0.6350	63.50%
Glucocorticoid receptor binding	+	0.6489	64.89%
Aromatase binding	+	0.6542	65.42%
PPAR gamma	+	0.7586	75.86%
Honey bee toxicity	-	0.8286	82.86%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9897	98.97%

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	98.84%	83.82%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.38%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.96%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.18%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.92%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.54%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.43%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.05%	99.23%
CHEMBL1937	Q92769	Histone deacetylase 2	92.73%	94.75%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	91.96%	96.38%
CHEMBL221	P23219	Cyclooxygenase-1	90.34%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.20%	97.09%
CHEMBL5103	Q969S8	Histone deacetylase 10	86.37%	90.08%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.12%	89.00%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	84.57%	97.50%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.55%	91.24%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.52%	93.99%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	81.23%	92.78%
CHEMBL3310	Q96DB2	Histone deacetylase 11	81.01%	88.56%
CHEMBL340	P08684	Cytochrome P450 3A4	80.87%	91.19%
CHEMBL1929	P47989	Xanthine dehydrogenase	80.22%	96.12%

Plants that contains it

• Corymbia scabrida
• Myrtus communis

Cross-Links

• PubChem: 73066366
• LOTUS: LTS0163447
• wikiData: Q104401511