Isihippurol A

Details

• Internal ID: 78c22e6c-dbc1-49f6-9855-060cdb422f76
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Gorgostanes and derivatives
• IUPAC Name: [(3S,5R,6R,8S,9S,10R,11S,12S,13R,14S,17R)-3,5,6,11-tetrahydroxy-10,13-dimethyl-17-[(1R)-1-[(1R,2R)-2-methyl-2-[(2R)-3-methylbutan-2-yl]cyclopropyl]ethyl]-1,2,3,4,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-12-yl] acetate
• InChI: InChI=1S/C32H54O6/c1-16(2)18(4)29(6)15-24(29)17(3)22-9-10-23-21-13-25(35)32(37)14-20(34)11-12-30(32,7)26(21)27(36)28(31(22,23)8)38-19(5)33/h16-18,20-28,34-37H,9-15H2,1-8H3/t17-,18+,20-,21-,22+,23-,24+,25+,26+,27-,28+,29+,30+,31+,32-/m0/s1
• InChI Key: FGPCLLDBPOWQHC-ZHQAUILWSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₅₄O₆
• Molecular Weight: 534.80 g/mol
• Exact Mass: 534.39203944 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 5.60
• Atomic LogP (AlogP): 4.56
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

• [(3S,5R,6R,8S,9S,10R,11S,12S,13R,14S,17R)-3,5,6,11-Tetrahydroxy-10,13-dimethyl-17-[(1R)-1-[(1R,2R)-2-methyl-2-[(2R)-3-methylbutan-2-yl]cyclopropyl]ethyl]-1,2,3,4,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-12-yl] acetate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9507	95.07%
Caco-2	-	0.7138	71.38%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7578	75.78%
OATP2B1 inhibitior	-	0.7158	71.58%
OATP1B1 inhibitior	+	0.8813	88.13%
OATP1B3 inhibitior	+	0.8714	87.14%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9071	90.71%
BSEP inhibitior	-	0.4761	47.61%
P-glycoprotein inhibitior	-	0.4560	45.60%
P-glycoprotein substrate	+	0.5883	58.83%
CYP3A4 substrate	+	0.7147	71.47%
CYP2C9 substrate	-	0.8214	82.14%
CYP2D6 substrate	-	0.8538	85.38%
CYP3A4 inhibition	-	0.7688	76.88%
CYP2C9 inhibition	-	0.6948	69.48%
CYP2C19 inhibition	-	0.7408	74.08%
CYP2D6 inhibition	-	0.9609	96.09%
CYP1A2 inhibition	-	0.6620	66.20%
CYP2C8 inhibition	+	0.6019	60.19%
CYP inhibitory promiscuity	-	0.9679	96.79%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6746	67.46%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.9267	92.67%
Skin irritation	+	0.5570	55.70%
Skin corrosion	-	0.9213	92.13%
Ames mutagenesis	-	0.5455	54.55%
Human Ether-a-go-go-Related Gene inhibition	-	0.4435	44.35%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	-	0.5872	58.72%
skin sensitisation	-	0.8046	80.46%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.5720	57.20%
Acute Oral Toxicity (c)	III	0.3483	34.83%
Estrogen receptor binding	+	0.6559	65.59%
Androgen receptor binding	+	0.7543	75.43%
Thyroid receptor binding	-	0.5206	52.06%
Glucocorticoid receptor binding	+	0.6447	64.47%
Aromatase binding	+	0.6774	67.74%
PPAR gamma	+	0.5921	59.21%
Honey bee toxicity	-	0.5806	58.06%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5255	52.55%
Fish aquatic toxicity	+	0.9824	98.24%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.78%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	97.94%	96.77%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.11%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.70%	97.25%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	94.16%	82.69%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	93.90%	95.71%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.09%	85.14%
CHEMBL204	P00734	Thrombin	90.63%	96.01%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.56%	91.11%
CHEMBL2581	P07339	Cathepsin D	90.53%	98.95%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	89.83%	89.05%
CHEMBL221	P23219	Cyclooxygenase-1	89.27%	90.17%
CHEMBL2413	P32246	C-C chemokine receptor type 1	88.65%	89.50%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	87.39%	91.24%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.05%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	86.79%	91.19%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.72%	95.89%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	85.71%	82.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.46%	95.89%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	85.39%	98.75%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.22%	96.47%
CHEMBL3437	Q16853	Amine oxidase, copper containing	85.05%	94.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.80%	94.33%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.79%	100.00%
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	84.75%	99.00%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	84.30%	97.47%
CHEMBL5255	O00206	Toll-like receptor 4	84.07%	92.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.48%	91.07%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.96%	97.09%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.67%	96.21%
CHEMBL5028	O14672	ADAM10	82.23%	97.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.98%	93.56%
CHEMBL259	P32245	Melanocortin receptor 4	81.89%	95.38%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	81.48%	95.58%
CHEMBL5203	P33316	dUTP pyrophosphatase	80.87%	99.18%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.58%	93.03%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.21%	99.23%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.13%	93.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	80.06%	92.86%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10973499
• LOTUS: LTS0179226
• wikiData: Q104994992