Methyl 3,6-dihydroxy-4-methoxy-2,2-dimethyl-3,4-dihydrobenzo[h]chromene-5-carboxylate

Details

• Internal ID: fdbde2cf-d637-474c-863d-008cbbfa9add
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Hydroxysteroids > 6-hydroxysteroids
• IUPAC Name: methyl 3,6-dihydroxy-4-methoxy-2,2-dimethyl-3,4-dihydrobenzo[h]chromene-5-carboxylate
• SMILES (Canonical): CC1(C(C(C2=C(O1)C3=CC=CC=C3C(=C2C(=O)OC)O)OC)O)C
• SMILES (Isomeric): CC1(C(C(C2=C(O1)C3=CC=CC=C3C(=C2C(=O)OC)O)OC)O)C
• InChI: InChI=1S/C18H20O6/c1-18(2)16(20)15(22-3)12-11(17(21)23-4)13(19)9-7-5-6-8-10(9)14(12)24-18/h5-8,15-16,19-20H,1-4H3
• InChI Key: KUBJNPPCFQQXBA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₀O₆
• Molecular Weight: 332.30 g/mol
• Exact Mass: 332.12598835 g/mol
• Topological Polar Surface Area (TPSA): 85.20 Ų
• XlogP: 2.70
• Atomic LogP (AlogP): 2.55
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9513	95.13%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7391	73.91%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7767	77.67%
OATP1B3 inhibitior	+	0.9344	93.44%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7495	74.95%
P-glycoprotein inhibitior	-	0.6340	63.40%
P-glycoprotein substrate	-	0.6842	68.42%
CYP3A4 substrate	+	0.6718	67.18%
CYP2C9 substrate	-	0.8019	80.19%
CYP2D6 substrate	-	0.8280	82.80%
CYP3A4 inhibition	-	0.8327	83.27%
CYP2C9 inhibition	-	0.8988	89.88%
CYP2C19 inhibition	-	0.7367	73.67%
CYP2D6 inhibition	-	0.8417	84.17%
CYP1A2 inhibition	+	0.6075	60.75%
CYP2C8 inhibition	+	0.5920	59.20%
CYP inhibitory promiscuity	-	0.7236	72.36%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5374	53.74%
Eye corrosion	-	0.9857	98.57%
Eye irritation	-	0.7593	75.93%
Skin irritation	-	0.7762	77.62%
Skin corrosion	-	0.9718	97.18%
Ames mutagenesis	+	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6549	65.49%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.9242	92.42%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.5646	56.46%
Acute Oral Toxicity (c)	III	0.6592	65.92%
Estrogen receptor binding	+	0.7709	77.09%
Androgen receptor binding	+	0.6131	61.31%
Thyroid receptor binding	+	0.7227	72.27%
Glucocorticoid receptor binding	+	0.8187	81.87%
Aromatase binding	+	0.6377	63.77%
PPAR gamma	+	0.8050	80.50%
Honey bee toxicity	-	0.7792	77.92%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9498	94.98%

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	99.58%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	95.48%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.29%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	91.72%	90.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.57%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	89.52%	95.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.39%	99.23%
CHEMBL2581	P07339	Cathepsin D	84.25%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	83.13%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.91%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.52%	94.45%
CHEMBL5028	O14672	ADAM10	80.99%	97.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.04%	86.33%

Plants that contains it

• Machilus thunbergii
• Morus alba
• Polygonum aviculare
• Rubia cordifolia
• Urtica dioica

Cross-Links

• PubChem: 5319446
• NPASS: NPC80341