(1R,11S,12R)-12-hydroxy-1,3-dimethoxy-7,9,11-trimethyl-5,14,15-trioxatetracyclo[9.3.1.02,10.04,8]pentadeca-2(10),3,6,8-tetraen-13-one

Details

• Internal ID: 86847f7a-1173-434f-9c9f-e27d256f04d4
• Taxonomy: Organoheterocyclic compounds > Benzofurans
• IUPAC Name: (1R,11S,12R)-12-hydroxy-1,3-dimethoxy-7,9,11-trimethyl-5,14,15-trioxatetracyclo[9.3.1.02,10.04,8]pentadeca-2(10),3,6,8-tetraen-13-one
• SMILES (Canonical): CC1=COC2=C(C3=C(C(=C12)C)C4(C(C(=O)OC3(O4)OC)O)C)OC
• SMILES (Isomeric): CC1=COC2=C(C3=C(C(=C12)C)[C@]4([C@H](C(=O)O[C@@]3(O4)OC)O)C)OC
• InChI: InChI=1S/C17H18O7/c1-7-6-22-12-9(7)8(2)10-11(13(12)20-4)17(21-5)23-15(19)14(18)16(10,3)24-17/h6,14,18H,1-5H3/t14-,16-,17-/m0/s1
• InChI Key: DDTGUTMEOORTEA-XIRDDKMYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₁₈O₇
• Molecular Weight: 334.30 g/mol
• Exact Mass: 334.10525291 g/mol
• Topological Polar Surface Area (TPSA): 87.40 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.98
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9740	97.40%
Caco-2	+	0.5062	50.62%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6707	67.07%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8989	89.89%
OATP1B3 inhibitior	+	0.8767	87.67%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6584	65.84%
P-glycoprotein inhibitior	-	0.6794	67.94%
P-glycoprotein substrate	-	0.7036	70.36%
CYP3A4 substrate	+	0.6294	62.94%
CYP2C9 substrate	-	0.6048	60.48%
CYP2D6 substrate	-	0.7808	78.08%
CYP3A4 inhibition	+	0.5512	55.12%
CYP2C9 inhibition	-	0.9265	92.65%
CYP2C19 inhibition	-	0.5548	55.48%
CYP2D6 inhibition	-	0.8281	82.81%
CYP1A2 inhibition	-	0.7816	78.16%
CYP2C8 inhibition	+	0.4536	45.36%
CYP inhibitory promiscuity	-	0.6933	69.33%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Danger	0.4133	41.33%
Eye corrosion	-	0.9816	98.16%
Eye irritation	+	0.5533	55.33%
Skin irritation	-	0.7708	77.08%
Skin corrosion	-	0.9582	95.82%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6293	62.93%
Micronuclear	+	0.7100	71.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.8610	86.10%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.4570	45.70%
Acute Oral Toxicity (c)	II	0.5309	53.09%
Estrogen receptor binding	+	0.7888	78.88%
Androgen receptor binding	+	0.6153	61.53%
Thyroid receptor binding	+	0.5868	58.68%
Glucocorticoid receptor binding	+	0.7598	75.98%
Aromatase binding	+	0.6935	69.35%
PPAR gamma	+	0.6858	68.58%
Honey bee toxicity	-	0.7150	71.50%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9508	95.08%

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	96.11%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.57%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.37%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.96%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.25%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.89%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.74%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	83.75%	94.73%
CHEMBL2581	P07339	Cathepsin D	83.54%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.80%	86.33%
CHEMBL4302	P08183	P-glycoprotein 1	80.82%	92.98%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.28%	97.14%

Plants that contains it

• Senecio inaequidens

Cross-Links

• PubChem: 162941687
• LOTUS: LTS0238301
• wikiData: Q104976840