(1R,2R,15R,28R)-14,14,27,27-tetramethyl-7,11,20,24-tetrakis(2-methylbut-3-en-2-yl)-9,13,16,22,26,30-hexaoxaoctacyclo[15.11.1.14,28.02,15.03,12.05,10.018,23.025,29]triaconta-3,5(10),6,11,17(29),18(23),19,24-octaene-8,21-dione

Details

• Internal ID: 35fa97a1-173d-4c07-a137-2b007fe108de
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Rotenoids
• IUPAC Name: (1R,2R,15R,28R)-14,14,27,27-tetramethyl-7,11,20,24-tetrakis(2-methylbut-3-en-2-yl)-9,13,16,22,26,30-hexaoxaoctacyclo[15.11.1.14,28.02,15.03,12.05,10.018,23.025,29]triaconta-3,5(10),6,11,17(29),18(23),19,24-octaene-8,21-dione
• InChI: InChI=1S/C48H54O8/c1-17-43(5,6)25-21-23-33-29-27-28-30-34(52-40(27)48(15,16)55-37(29)31(45(9,10)19-3)35(23)53-41(25)49)24-22-26(44(7,8)18-2)42(50)54-36(24)32(46(11,12)20-4)38(30)56-47(13,14)39(28)51-33/h17-22,27-28,39-40H,1-4H2,5-16H3/t27-,28-,39-,40-/m1/s1
• InChI Key: WJAGAVCAFLENPA-HHGWJHHPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₈H₅₄O₈
• Molecular Weight: 758.90 g/mol
• Exact Mass: 758.38186868 g/mol
• Topological Polar Surface Area (TPSA): 89.50 Ų
• XlogP: 11.80
• Atomic LogP (AlogP): 10.49
• H-Bond Acceptor: 8
• H-Bond Donor: 0
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9792	97.92%
Caco-2	-	0.8331	83.31%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6468	64.68%
OATP2B1 inhibitior	-	0.7148	71.48%
OATP1B1 inhibitior	+	0.9047	90.47%
OATP1B3 inhibitior	+	0.9711	97.11%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9801	98.01%
P-glycoprotein inhibitior	+	0.7896	78.96%
P-glycoprotein substrate	-	0.6514	65.14%
CYP3A4 substrate	+	0.6135	61.35%
CYP2C9 substrate	-	0.8220	82.20%
CYP2D6 substrate	-	0.8452	84.52%
CYP3A4 inhibition	+	0.6528	65.28%
CYP2C9 inhibition	-	0.7944	79.44%
CYP2C19 inhibition	-	0.7122	71.22%
CYP2D6 inhibition	-	0.9289	92.89%
CYP1A2 inhibition	-	0.6034	60.34%
CYP2C8 inhibition	-	0.6324	63.24%
CYP inhibitory promiscuity	-	0.7265	72.65%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4782	47.82%
Eye corrosion	-	0.9843	98.43%
Eye irritation	-	0.8794	87.94%
Skin irritation	-	0.6966	69.66%
Skin corrosion	-	0.9158	91.58%
Ames mutagenesis	+	0.6186	61.86%
Human Ether-a-go-go-Related Gene inhibition	+	0.8076	80.76%
Micronuclear	+	0.6100	61.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.6703	67.03%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	+	0.4601	46.01%
Acute Oral Toxicity (c)	III	0.5949	59.49%
Estrogen receptor binding	+	0.7827	78.27%
Androgen receptor binding	+	0.7609	76.09%
Thyroid receptor binding	+	0.6842	68.42%
Glucocorticoid receptor binding	+	0.7409	74.09%
Aromatase binding	+	0.6728	67.28%
PPAR gamma	+	0.7518	75.18%
Honey bee toxicity	-	0.6905	69.05%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6700	67.00%
Fish aquatic toxicity	+	0.9961	99.61%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	99.49%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.19%	91.11%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	95.15%	93.40%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.90%	95.56%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	91.52%	85.30%
CHEMBL3401	O75469	Pregnane X receptor	89.67%	94.73%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	89.12%	83.57%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.77%	89.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	86.39%	89.34%
CHEMBL1871	P10275	Androgen Receptor	85.12%	96.43%
CHEMBL1902	P62942	FK506-binding protein 1A	82.66%	97.05%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.57%	95.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.81%	94.45%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	80.76%	94.42%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.66%	99.23%
CHEMBL4530	P00488	Coagulation factor XIII	80.61%	96.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.41%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.38%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163012269
• LOTUS: LTS0102017
• wikiData: Q105306637