10,23-Dichloro-16-methoxyhexacyclo[13.9.3.12,6.09,14.018,26.021,25]octacosa-1(25),2,4,6(28),9,11,13,15,17,19,21,23,26-tridecaene-3,13,24-triol

Details

• Internal ID: acb9c979-c043-4667-bd04-f8c591b37d47
• Taxonomy: Benzenoids > Phenanthrenes and derivatives > Phenanthrols
• IUPAC Name: 10,23-dichloro-16-methoxyhexacyclo[13.9.3.12,6.09,14.018,26.021,25]octacosa-1(25),2,4,6(28),9,11,13,15,17,19,21,23,26-tridecaene-3,13,24-triol
• SMILES (Canonical): COC1=C2C=C3C(=C1)C=CC4=CC(=C(C(=C43)C5=C(C=CC(=C5)CCC6=C(C=CC(=C62)O)Cl)O)O)Cl
• SMILES (Isomeric): COC1=C2C=C3C(=C1)C=CC4=CC(=C(C(=C43)C5=C(C=CC(=C5)CCC6=C(C=CC(=C62)O)Cl)O)O)Cl
• InChI: InChI=1S/C29H20Cl2O4/c1-35-25-12-15-4-5-16-11-22(31)29(34)28-19-10-14(3-8-23(19)32)2-6-17-21(30)7-9-24(33)27(17)20(25)13-18(15)26(16)28/h3-5,7-13,32-34H,2,6H2,1H3
• InChI Key: AGQJVRYNPWPULE-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₂₀Cl₂O₄
• Molecular Weight: 503.40 g/mol
• Exact Mass: 502.0738645 g/mol
• Topological Polar Surface Area (TPSA): 69.90 Ų
• XlogP: 8.10
• Atomic LogP (AlogP): 7.86
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9838	98.38%
Caco-2	-	0.5937	59.37%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7960	79.60%
OATP2B1 inhibitior	-	0.8543	85.43%
OATP1B1 inhibitior	+	0.8544	85.44%
OATP1B3 inhibitior	+	0.9458	94.58%
MATE1 inhibitior	-	0.6000	60.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9784	97.84%
P-glycoprotein inhibitior	+	0.6910	69.10%
P-glycoprotein substrate	-	0.6228	62.28%
CYP3A4 substrate	+	0.6232	62.32%
CYP2C9 substrate	-	0.6124	61.24%
CYP2D6 substrate	+	0.4729	47.29%
CYP3A4 inhibition	-	0.6090	60.90%
CYP2C9 inhibition	+	0.8684	86.84%
CYP2C19 inhibition	+	0.8227	82.27%
CYP2D6 inhibition	-	0.8280	82.80%
CYP1A2 inhibition	+	0.9470	94.70%
CYP2C8 inhibition	+	0.8244	82.44%
CYP inhibitory promiscuity	+	0.7637	76.37%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.6601	66.01%
Carcinogenicity (trinary)	Non-required	0.4510	45.10%
Eye corrosion	-	0.9730	97.30%
Eye irritation	-	0.8494	84.94%
Skin irritation	-	0.6035	60.35%
Skin corrosion	-	0.9319	93.19%
Ames mutagenesis	+	0.7100	71.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8206	82.06%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.8469	84.69%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.5982	59.82%
Acute Oral Toxicity (c)	III	0.5896	58.96%
Estrogen receptor binding	+	0.8899	88.99%
Androgen receptor binding	+	0.8142	81.42%
Thyroid receptor binding	+	0.7077	70.77%
Glucocorticoid receptor binding	+	0.8896	88.96%
Aromatase binding	+	0.6739	67.39%
PPAR gamma	+	0.8907	89.07%
Honey bee toxicity	-	0.9149	91.49%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.7332	73.32%
Fish aquatic toxicity	+	0.9812	98.12%

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	99.56%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.96%	91.49%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	93.62%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.35%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	91.30%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.84%	99.15%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.83%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.60%	95.56%
CHEMBL4208	P20618	Proteasome component C5	89.96%	90.00%
CHEMBL2056	P21728	Dopamine D1 receptor	88.34%	91.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	87.74%	89.62%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.03%	92.62%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	85.81%	91.79%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.16%	95.89%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	85.11%	95.34%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	85.03%	98.11%
CHEMBL2581	P07339	Cathepsin D	84.00%	98.95%
CHEMBL2535	P11166	Glucose transporter	83.80%	98.75%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	83.47%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.43%	99.17%
CHEMBL3492	P49721	Proteasome Macropain subunit	82.56%	90.24%
CHEMBL3194	P02766	Transthyretin	82.25%	90.71%
CHEMBL242	Q92731	Estrogen receptor beta	80.87%	98.35%
CHEMBL3401	O75469	Pregnane X receptor	80.49%	94.73%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	80.31%	94.03%

Plants that contains it

• Bazzania trilobata
• Lepidozia incurvata

Cross-Links

• PubChem: 101938858
• LOTUS: LTS0060885
• wikiData: Q104911979