(8E,10Z)-tricyclo[12.3.1.12,6]nonadeca-1(17),2,4,6(19),8,10,14(18),15-octaene-3,17-diol

Details

• Internal ID: 6c4ff775-6351-4386-b498-bb759808f38e
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Cyclic diarylheptanoids > Meta,meta-bridged biphenyls
• IUPAC Name: (8E,10Z)-tricyclo[12.3.1.12,6]nonadeca-1(17),2,4,6(19),8,10,14(18),15-octaene-3,17-diol
• SMILES (Canonical): C1CC2=CC(=C(C=C2)O)C3=C(C=CC(=C3)CC=CC=C1)O
• SMILES (Isomeric): C/1CC2=CC(=C(C=C2)O)C3=C(C=CC(=C3)C/C=C/C=C1)O
• InChI: InChI=1S/C19H18O2/c20-18-10-8-14-6-4-2-1-3-5-7-15-9-11-19(21)17(13-15)16(18)12-14/h1-4,8-13,20-21H,5-7H2/b3-1-,4-2+
• InChI Key: NJINJTPENFSTIJ-HSFFGMMNSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₁₈O₂
• Molecular Weight: 278.30 g/mol
• Exact Mass: 278.130679813 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 4.37
• H-Bond Acceptor: 2
• 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	+	1.0000	100.00%
Caco-2	+	0.5291	52.91%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5621	56.21%
OATP2B1 inhibitior	-	0.8453	84.53%
OATP1B1 inhibitior	+	0.9331	93.31%
OATP1B3 inhibitior	+	0.9411	94.11%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7723	77.23%
P-glycoprotein inhibitior	-	0.6551	65.51%
P-glycoprotein substrate	-	0.8999	89.99%
CYP3A4 substrate	-	0.5991	59.91%
CYP2C9 substrate	-	0.6219	62.19%
CYP2D6 substrate	+	0.3493	34.93%
CYP3A4 inhibition	-	0.7522	75.22%
CYP2C9 inhibition	+	0.8434	84.34%
CYP2C19 inhibition	+	0.8707	87.07%
CYP2D6 inhibition	-	0.7941	79.41%
CYP1A2 inhibition	+	0.9714	97.14%
CYP2C8 inhibition	-	0.8325	83.25%
CYP inhibitory promiscuity	+	0.7749	77.49%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7240	72.40%
Carcinogenicity (trinary)	Warning	0.4027	40.27%
Eye corrosion	-	0.9530	95.30%
Eye irritation	+	0.8877	88.77%
Skin irritation	+	0.5937	59.37%
Skin corrosion	-	0.9666	96.66%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5928	59.28%
Micronuclear	-	0.7282	72.82%
Hepatotoxicity	+	0.5670	56.70%
skin sensitisation	+	0.9006	90.06%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	-	0.5111	51.11%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	+	0.5581	55.81%
Acute Oral Toxicity (c)	III	0.6347	63.47%
Estrogen receptor binding	+	0.8962	89.62%
Androgen receptor binding	+	0.8129	81.29%
Thyroid receptor binding	+	0.6330	63.30%
Glucocorticoid receptor binding	+	0.8669	86.69%
Aromatase binding	+	0.8968	89.68%
PPAR gamma	+	0.9654	96.54%
Honey bee toxicity	-	0.9233	92.33%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6800	68.00%
Fish aquatic toxicity	+	0.9477	94.77%

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	97.82%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	95.11%	91.49%
CHEMBL4208	P20618	Proteasome component C5	90.88%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.51%	95.56%
CHEMBL2581	P07339	Cathepsin D	87.70%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.86%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.07%	99.15%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	80.23%	93.40%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.07%	86.33%

Plants that contains it

• Cymodocea nodosa

Cross-Links

• PubChem: 24813211
• LOTUS: LTS0172503
• wikiData: Q105180154