Spiro[11-oxatricyclo[4.4.1.01,6]undec-8-ene-5,3'-2,4-dioxatricyclo[7.3.1.05,13]trideca-1(12),5,7,9(13),10-pentaene]-2,3,4,7,10-pentol

Details

• Internal ID: ff355928-553e-444a-84b0-9f9eafb469df
• Taxonomy: Benzenoids > Naphthalenes
• IUPAC Name: spiro[11-oxatricyclo[4.4.1.01,6]undec-8-ene-5,3'-2,4-dioxatricyclo[7.3.1.05,13]trideca-1(12),5,7,9(13),10-pentaene]-2,3,4,7,10-pentol
• SMILES (Canonical): C1=CC2=C3C(=C1)OC4(C(C(C(C56C4(O5)C(C=CC6O)O)O)O)O)OC3=CC=C2
• SMILES (Isomeric): C1=CC2=C3C(=C1)OC4(C(C(C(C56C4(O5)C(C=CC6O)O)O)O)O)OC3=CC=C2
• InChI: InChI=1S/C20H18O8/c21-12-7-8-13(22)19-18(12,28-19)16(24)15(23)17(25)20(19)26-10-5-1-3-9-4-2-6-11(27-20)14(9)10/h1-8,12-13,15-17,21-25H
• InChI Key: PKEIHANGEAWICI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₈O₈
• Molecular Weight: 386.40 g/mol
• Exact Mass: 386.10016753 g/mol
• Topological Polar Surface Area (TPSA): 132.00 Ų
• XlogP: -0.90
• Atomic LogP (AlogP): -0.80
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7838	78.38%
Caco-2	-	0.8398	83.98%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.3887	38.87%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9219	92.19%
OATP1B3 inhibitior	+	0.9657	96.57%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.7015	70.15%
P-glycoprotein inhibitior	-	0.7002	70.02%
P-glycoprotein substrate	-	0.8953	89.53%
CYP3A4 substrate	-	0.5301	53.01%
CYP2C9 substrate	-	0.8163	81.63%
CYP2D6 substrate	-	0.7655	76.55%
CYP3A4 inhibition	-	0.6460	64.60%
CYP2C9 inhibition	-	0.8813	88.13%
CYP2C19 inhibition	-	0.7629	76.29%
CYP2D6 inhibition	-	0.9162	91.62%
CYP1A2 inhibition	-	0.8767	87.67%
CYP2C8 inhibition	-	0.6559	65.59%
CYP inhibitory promiscuity	-	0.8129	81.29%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5207	52.07%
Eye corrosion	-	0.9865	98.65%
Eye irritation	-	0.6897	68.97%
Skin irritation	-	0.5944	59.44%
Skin corrosion	-	0.9167	91.67%
Ames mutagenesis	+	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6782	67.82%
Micronuclear	+	0.6900	69.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.6838	68.38%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.7044	70.44%
Acute Oral Toxicity (c)	III	0.4000	40.00%
Estrogen receptor binding	+	0.6793	67.93%
Androgen receptor binding	+	0.6672	66.72%
Thyroid receptor binding	+	0.6908	69.08%
Glucocorticoid receptor binding	+	0.6614	66.14%
Aromatase binding	+	0.7249	72.49%
PPAR gamma	+	0.8034	80.34%
Honey bee toxicity	-	0.7609	76.09%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9427	94.27%

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	96.24%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.67%	96.09%
CHEMBL2581	P07339	Cathepsin D	85.27%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.90%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	82.50%	94.73%
CHEMBL2535	P11166	Glucose transporter	80.69%	98.75%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163079060
• LOTUS: LTS0251075
• wikiData: Q104194930