4,17-Dihydroxy-3-methoxytricyclo[12.3.1.12,6]nonadeca-1(17),2,4,6(19),14(18),15-hexaen-9-one

Details

• Internal ID: 4e0fcc56-56b1-4d67-8c96-8389810cb6e8
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Cyclic diarylheptanoids > Meta,meta-bridged biphenyls
• IUPAC Name: 4,17-dihydroxy-3-methoxytricyclo[12.3.1.12,6]nonadeca-1(17),2,4,6(19),14(18),15-hexaen-9-one
• SMILES (Canonical): COC1=C2C=C(CCC(=O)CCCCC3=CC2=C(C=C3)O)C=C1O
• SMILES (Isomeric): COC1=C2C=C(CCC(=O)CCCCC3=CC2=C(C=C3)O)C=C1O
• InChI: InChI=1S/C20H22O4/c1-24-20-17-11-14(12-19(20)23)6-8-15(21)5-3-2-4-13-7-9-18(22)16(17)10-13/h7,9-12,22-23H,2-6,8H2,1H3
• InChI Key: RLJYGHZBWPTDSC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₄
• Molecular Weight: 326.40 g/mol
• Exact Mass: 326.15180918 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 4.00
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9840	98.40%
Caco-2	+	0.7540	75.40%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.9096	90.96%
OATP2B1 inhibitior	-	0.7104	71.04%
OATP1B1 inhibitior	+	0.9436	94.36%
OATP1B3 inhibitior	+	0.9671	96.71%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8986	89.86%
P-glycoprotein inhibitior	-	0.5914	59.14%
P-glycoprotein substrate	-	0.9049	90.49%
CYP3A4 substrate	-	0.5089	50.89%
CYP2C9 substrate	-	0.7760	77.60%
CYP2D6 substrate	+	0.4269	42.69%
CYP3A4 inhibition	-	0.6683	66.83%
CYP2C9 inhibition	-	0.5106	51.06%
CYP2C19 inhibition	+	0.6926	69.26%
CYP2D6 inhibition	-	0.8681	86.81%
CYP1A2 inhibition	+	0.9608	96.08%
CYP2C8 inhibition	-	0.7997	79.97%
CYP inhibitory promiscuity	-	0.6633	66.33%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8720	87.20%
Carcinogenicity (trinary)	Non-required	0.5372	53.72%
Eye corrosion	-	0.9829	98.29%
Eye irritation	+	0.6826	68.26%
Skin irritation	-	0.6359	63.59%
Skin corrosion	-	0.9452	94.52%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6585	65.85%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	+	0.5178	51.78%
skin sensitisation	-	0.9059	90.59%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.6566	65.66%
Acute Oral Toxicity (c)	III	0.7062	70.62%
Estrogen receptor binding	+	0.8183	81.83%
Androgen receptor binding	+	0.7128	71.28%
Thyroid receptor binding	+	0.5802	58.02%
Glucocorticoid receptor binding	+	0.6709	67.09%
Aromatase binding	+	0.6741	67.41%
PPAR gamma	+	0.7721	77.21%
Honey bee toxicity	-	0.9294	92.94%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9686	96.86%

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	98.18%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.84%	95.56%
CHEMBL2581	P07339	Cathepsin D	94.52%	98.95%
CHEMBL2535	P11166	Glucose transporter	90.47%	98.75%
CHEMBL4208	P20618	Proteasome component C5	88.99%	90.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.22%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.84%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.67%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.61%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	81.20%	91.49%

Plants that contains it

• Betula maximowicziana

Cross-Links

• PubChem: 10663889
• LOTUS: LTS0028490
• wikiData: Q105240188