(6aR)-3,4,6a,10-tetrahydroxy-6,7-dihydroindeno[2,1-c]chromen-9-one

Details

• Internal ID: 72628830-4fde-4500-9a39-9a488bbc54f6
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans
• IUPAC Name: (6aR)-3,4,6a,10-tetrahydroxy-6,7-dihydroindeno[2,1-c]chromen-9-one
• SMILES (Canonical): C1C2=CC(=O)C(=CC2=C3C1(COC4=C3C=CC(=C4O)O)O)O
• SMILES (Isomeric): C1C2=CC(=O)C(=CC2=C3[C@]1(COC4=C3C=CC(=C4O)O)O)O
• InChI: InChI=1S/C16H12O6/c17-10-2-1-8-13-9-4-12(19)11(18)3-7(9)5-16(13,21)6-22-15(8)14(10)20/h1-4,17,19-21H,5-6H2/t16-/m0/s1
• InChI Key: HLUCICHZHWJHLL-INIZCTEOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₂O₆
• Molecular Weight: 300.26 g/mol
• Exact Mass: 300.06338810 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): 1.33
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9782	97.82%
Caco-2	-	0.7204	72.04%
Blood Brain Barrier	-	0.6072	60.72%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7305	73.05%
OATP2B1 inhibitior	-	0.5619	56.19%
OATP1B1 inhibitior	+	0.9413	94.13%
OATP1B3 inhibitior	+	0.9814	98.14%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.5677	56.77%
P-glycoprotein inhibitior	-	0.9151	91.51%
P-glycoprotein substrate	-	0.6946	69.46%
CYP3A4 substrate	+	0.5781	57.81%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8109	81.09%
CYP3A4 inhibition	-	0.8308	83.08%
CYP2C9 inhibition	+	0.8948	89.48%
CYP2C19 inhibition	+	0.8994	89.94%
CYP2D6 inhibition	+	0.8619	86.19%
CYP1A2 inhibition	+	0.9107	91.07%
CYP2C8 inhibition	-	0.7655	76.55%
CYP inhibitory promiscuity	-	0.6452	64.52%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4864	48.64%
Eye corrosion	-	0.9875	98.75%
Eye irritation	+	0.9586	95.86%
Skin irritation	-	0.6454	64.54%
Skin corrosion	-	0.9263	92.63%
Ames mutagenesis	+	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8354	83.54%
Micronuclear	+	0.6859	68.59%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.6798	67.98%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.7099	70.99%
Acute Oral Toxicity (c)	I	0.3586	35.86%
Estrogen receptor binding	+	0.8825	88.25%
Androgen receptor binding	+	0.7250	72.50%
Thyroid receptor binding	+	0.6013	60.13%
Glucocorticoid receptor binding	+	0.9232	92.32%
Aromatase binding	+	0.7109	71.09%
PPAR gamma	+	0.6773	67.73%
Honey bee toxicity	-	0.8514	85.14%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.8685	86.85%

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	99.16%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	93.92%	91.49%
CHEMBL2581	P07339	Cathepsin D	93.55%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.24%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.42%	99.15%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	87.30%	93.40%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.48%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.12%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.13%	99.23%
CHEMBL1937	Q92769	Histone deacetylase 2	80.76%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.30%	100.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	80.17%	96.67%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 16394540
• NPASS: NPC230914