(4S,9R)-15,16-dihydroxy-4,5,5,9,10,10-hexamethyl-3,8,13-trioxapentacyclo[10.8.0.02,6.07,11.014,19]icosa-1(12),2(6),7(11),14(19),15,17-hexaen-20-one

Details

• Internal ID: ca937bb3-e989-4ba1-967d-c517867ed632
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: (4S,9R)-15,16-dihydroxy-4,5,5,9,10,10-hexamethyl-3,8,13-trioxapentacyclo[10.8.0.02,6.07,11.014,19]icosa-1(12),2(6),7(11),14(19),15,17-hexaen-20-one
• InChI: InChI=1S/C23H24O6/c1-9-22(3,4)14-19(27-9)13-16(25)11-7-8-12(24)17(26)18(11)29-20(13)15-21(14)28-10(2)23(15,5)6/h7-10,24,26H,1-6H3/t9-,10+/m0/s1
• InChI Key: YOOLRLCJQJIYEG-VHSXEESVSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₄O₆
• Molecular Weight: 396.40 g/mol
• Exact Mass: 396.15728848 g/mol
• Topological Polar Surface Area (TPSA): 85.20 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 4.47
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9651	96.51%
Caco-2	+	0.5604	56.04%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8149	81.49%
OATP2B1 inhibitior	-	0.5786	57.86%
OATP1B1 inhibitior	+	0.9054	90.54%
OATP1B3 inhibitior	+	0.9670	96.70%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.6402	64.02%
P-glycoprotein inhibitior	+	0.6367	63.67%
P-glycoprotein substrate	-	0.6282	62.82%
CYP3A4 substrate	+	0.5712	57.12%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8140	81.40%
CYP3A4 inhibition	-	0.7756	77.56%
CYP2C9 inhibition	-	0.7056	70.56%
CYP2C19 inhibition	-	0.6356	63.56%
CYP2D6 inhibition	-	0.8160	81.60%
CYP1A2 inhibition	+	0.7874	78.74%
CYP2C8 inhibition	-	0.7080	70.80%
CYP inhibitory promiscuity	-	0.6155	61.55%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4821	48.21%
Eye corrosion	-	0.9908	99.08%
Eye irritation	+	0.5709	57.09%
Skin irritation	-	0.6990	69.90%
Skin corrosion	-	0.9253	92.53%
Ames mutagenesis	+	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7399	73.99%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	+	0.7500	75.00%
skin sensitisation	-	0.7684	76.84%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.6717	67.17%
Acute Oral Toxicity (c)	III	0.6086	60.86%
Estrogen receptor binding	+	0.7947	79.47%
Androgen receptor binding	+	0.6949	69.49%
Thyroid receptor binding	+	0.6973	69.73%
Glucocorticoid receptor binding	+	0.7789	77.89%
Aromatase binding	+	0.8558	85.58%
PPAR gamma	+	0.8011	80.11%
Honey bee toxicity	-	0.8932	89.32%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9572	95.72%

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	98.79%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	95.39%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.29%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.02%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.52%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.19%	94.45%
CHEMBL3192	Q9BY41	Histone deacetylase 8	91.43%	93.99%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.50%	94.00%
CHEMBL1937	Q92769	Histone deacetylase 2	90.14%	94.75%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	89.37%	85.30%
CHEMBL2581	P07339	Cathepsin D	88.56%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.92%	99.15%
CHEMBL5103	Q969S8	Histone deacetylase 10	83.14%	90.08%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	80.19%	85.11%

Plants that contains it

• Garcinia macrophylla

Cross-Links

• PubChem: 163010608
• LOTUS: LTS0224027
• wikiData: Q105351427