(1R,13R,24R)-5,7,11,14,17,19-hexaoxahexacyclo[11.11.0.02,10.04,8.015,23.016,20]tetracosa-2,4(8),9,15(23),16(20),21-hexaene-1,24-diol

Details

• Internal ID: 2ce38f11-db15-428d-af2c-ecf786333434
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Rotenoids > Rotenones
• IUPAC Name: (1R,13R,24R)-5,7,11,14,17,19-hexaoxahexacyclo[11.11.0.02,10.04,8.015,23.016,20]tetracosa-2,4(8),9,15(23),16(20),21-hexaene-1,24-diol
• InChI: InChI=1S/C18H14O8/c19-17-8-1-2-10-16(25-7-22-10)15(8)26-14-5-21-11-4-13-12(23-6-24-13)3-9(11)18(14,17)20/h1-4,14,17,19-20H,5-7H2/t14-,17-,18+/m1/s1
• InChI Key: DAVDZIGDWFWYRS-OLMNPRSZSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₄O₈
• Molecular Weight: 358.30 g/mol
• Exact Mass: 358.06886740 g/mol
• Topological Polar Surface Area (TPSA): 95.80 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): 1.22
• H-Bond Acceptor: 8
• 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	+	0.7892	78.92%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7108	71.08%
OATP2B1 inhibitior	-	0.8646	86.46%
OATP1B1 inhibitior	+	0.9312	93.12%
OATP1B3 inhibitior	+	0.9572	95.72%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.6258	62.58%
P-glycoprotein inhibitior	-	0.5800	58.00%
P-glycoprotein substrate	-	0.7902	79.02%
CYP3A4 substrate	+	0.5308	53.08%
CYP2C9 substrate	-	0.8021	80.21%
CYP2D6 substrate	-	0.7109	71.09%
CYP3A4 inhibition	-	0.8340	83.40%
CYP2C9 inhibition	-	0.7406	74.06%
CYP2C19 inhibition	-	0.5302	53.02%
CYP2D6 inhibition	-	0.7451	74.51%
CYP1A2 inhibition	-	0.7661	76.61%
CYP2C8 inhibition	-	0.7234	72.34%
CYP inhibitory promiscuity	-	0.7963	79.63%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Warning	0.4304	43.04%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.4944	49.44%
Skin irritation	-	0.7611	76.11%
Skin corrosion	-	0.9352	93.52%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6832	68.32%
Micronuclear	+	0.7659	76.59%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.8155	81.55%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.5743	57.43%
Acute Oral Toxicity (c)	III	0.5254	52.54%
Estrogen receptor binding	+	0.8216	82.16%
Androgen receptor binding	+	0.7303	73.03%
Thyroid receptor binding	+	0.7187	71.87%
Glucocorticoid receptor binding	+	0.6985	69.85%
Aromatase binding	+	0.6504	65.04%
PPAR gamma	+	0.8616	86.16%
Honey bee toxicity	-	0.8057	80.57%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.8383	83.83%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.31%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.79%	91.11%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	94.57%	94.80%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.83%	96.77%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.95%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.67%	92.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.10%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.08%	97.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	85.60%	93.40%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.49%	89.00%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	84.27%	82.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.73%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.15%	95.89%

Plants that contains it

• Millettia usaramensis

Cross-Links

• PubChem: 73897316
• LOTUS: LTS0007021
• wikiData: Q104974009