2,15-dioxapentacyclo[21.2.2.13,7.110,14.116,20]triaconta-1(25),3(30),4,6,10(29),11,13,16,18,20(28),23,26-dodecaene-4,5,17-triol

Details

• Internal ID: e4109ab9-e1cf-4033-91a2-43868977c7bb
• Taxonomy: Lignans, neolignans and related compounds
• IUPAC Name: 2,15-dioxapentacyclo[21.2.2.13,7.110,14.116,20]triaconta-1(25),3(30),4,6,10(29),11,13,16,18,20(28),23,26-dodecaene-4,5,17-triol
• SMILES (Canonical): C1CC2=CC(=C(C=C2)O)OC3=CC=CC(=C3)CCC4=CC(=C(C(=C4)OC5=CC=C1C=C5)O)O
• SMILES (Isomeric): C1CC2=CC(=C(C=C2)O)OC3=CC=CC(=C3)CCC4=CC(=C(C(=C4)OC5=CC=C1C=C5)O)O
• InChI: InChI=1S/C28H24O5/c29-24-13-10-20-5-4-18-8-11-22(12-9-18)32-27-17-21(15-25(30)28(27)31)7-6-19-2-1-3-23(14-19)33-26(24)16-20/h1-3,8-17,29-31H,4-7H2
• InChI Key: ICAZJMIJEZEDAK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₂₄O₅
• Molecular Weight: 440.50 g/mol
• Exact Mass: 440.16237386 g/mol
• Topological Polar Surface Area (TPSA): 79.20 Ų
• XlogP: 6.40
• Atomic LogP (AlogP): 6.27
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7706	77.06%
Caco-2	-	0.8163	81.63%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7530	75.30%
OATP2B1 inhibitior	-	0.5750	57.50%
OATP1B1 inhibitior	+	0.9422	94.22%
OATP1B3 inhibitior	+	0.9820	98.20%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.8583	85.83%
P-glycoprotein inhibitior	+	0.8335	83.35%
P-glycoprotein substrate	-	0.8922	89.22%
CYP3A4 substrate	-	0.5448	54.48%
CYP2C9 substrate	-	0.8125	81.25%
CYP2D6 substrate	-	0.6868	68.68%
CYP3A4 inhibition	-	0.9213	92.13%
CYP2C9 inhibition	+	0.6126	61.26%
CYP2C19 inhibition	-	0.6457	64.57%
CYP2D6 inhibition	-	0.8867	88.67%
CYP1A2 inhibition	+	0.7671	76.71%
CYP2C8 inhibition	-	0.6326	63.26%
CYP inhibitory promiscuity	-	0.7134	71.34%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.5150	51.50%
Eye corrosion	-	0.9763	97.63%
Eye irritation	+	0.5825	58.25%
Skin irritation	+	0.5252	52.52%
Skin corrosion	-	0.8900	89.00%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7619	76.19%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.6007	60.07%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.5086	50.86%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.7287	72.87%
Acute Oral Toxicity (c)	III	0.5548	55.48%
Estrogen receptor binding	+	0.8920	89.20%
Androgen receptor binding	+	0.8844	88.44%
Thyroid receptor binding	+	0.6352	63.52%
Glucocorticoid receptor binding	+	0.7506	75.06%
Aromatase binding	+	0.5956	59.56%
PPAR gamma	+	0.8738	87.38%
Honey bee toxicity	-	0.9480	94.80%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.8596	85.96%

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	99.22%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	96.45%	91.49%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	91.69%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.08%	95.56%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.69%	93.99%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	83.97%	93.40%
CHEMBL3401	O75469	Pregnane X receptor	83.91%	94.73%
CHEMBL2581	P07339	Cathepsin D	83.66%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.63%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.08%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.61%	90.71%

Plants that contains it

• Marchantia polymorpha

Cross-Links

• PubChem: 44584294
• NPASS: NPC76693