Carpesterol

Details

• Internal ID: dbf58fc3-9697-443d-9d05-7d9f5b5adf6f
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Stigmastanes and derivatives
• IUPAC Name: [(3S,4S,5S,9R,10R,13R,14R,17R)-17-[(2S,3R,5R)-5-ethyl-3-hydroxy-6-methylheptan-2-yl]-4,10,13-trimethyl-6-oxo-1,2,3,4,5,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl] benzoate
• SMILES (Canonical): CCC(CC(C(C)C1CCC2C1(CCC3C2=CC(=O)C4C3(CCC(C4C)OC(=O)C5=CC=CC=C5)C)C)O)C(C)C
• SMILES (Isomeric): CC[C@H](C[C@H]([C@@H](C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3C2=CC(=O)[C@@H]4[C@@]3(CC[C@@H]([C@H]4C)OC(=O)C5=CC=CC=C5)C)C)O)C(C)C
• InChI: InChI=1S/C37H54O4/c1-8-25(22(2)3)20-31(38)23(4)28-14-15-29-27-21-32(39)34-24(5)33(41-35(40)26-12-10-9-11-13-26)17-19-37(34,7)30(27)16-18-36(28,29)6/h9-13,21-25,28-31,33-34,38H,8,14-20H2,1-7H3/t23-,24+,25+,28+,29-,30-,31+,33-,34+,36+,37+/m0/s1
• InChI Key: PQWWCRLPWBAFIP-PRQOAQHDSA-N
• Popularity: 8 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₅₄O₄
• Molecular Weight: 562.80 g/mol
• Exact Mass: 562.40221020 g/mol
• Topological Polar Surface Area (TPSA): 63.60 Ų
• XlogP: 9.30
• Atomic LogP (AlogP): 8.29
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 8

Synonyms

• C37H54O4
• C37-H54-O4
• CHEMBL447731
• [(3S,4S,5S,9R,10R,13R,14R,17R)-17-[(2S,3R,5R)-5-ethyl-3-hydroxy-6-methylheptan-2-yl]-4,10,13-trimethyl-6-oxo-1,2,3,4,5,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl] benzoate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9969	99.69%
Caco-2	-	0.7640	76.40%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8104	81.04%
OATP2B1 inhibitior	-	0.7186	71.86%
OATP1B1 inhibitior	+	0.7947	79.47%
OATP1B3 inhibitior	+	0.8776	87.76%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9875	98.75%
P-glycoprotein inhibitior	+	0.7687	76.87%
P-glycoprotein substrate	+	0.6784	67.84%
CYP3A4 substrate	+	0.6820	68.20%
CYP2C9 substrate	-	0.7791	77.91%
CYP2D6 substrate	-	0.8891	88.91%
CYP3A4 inhibition	+	0.5985	59.85%
CYP2C9 inhibition	-	0.7956	79.56%
CYP2C19 inhibition	-	0.7781	77.81%
CYP2D6 inhibition	-	0.8605	86.05%
CYP1A2 inhibition	-	0.8289	82.89%
CYP2C8 inhibition	+	0.6129	61.29%
CYP inhibitory promiscuity	-	0.6239	62.39%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6759	67.59%
Eye corrosion	-	0.9962	99.62%
Eye irritation	-	0.9429	94.29%
Skin irritation	+	0.6710	67.10%
Skin corrosion	-	0.9610	96.10%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8483	84.83%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	+	0.5886	58.86%
skin sensitisation	-	0.7839	78.39%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.9312	93.12%
Acute Oral Toxicity (c)	III	0.7228	72.28%
Estrogen receptor binding	+	0.7973	79.73%
Androgen receptor binding	+	0.6943	69.43%
Thyroid receptor binding	+	0.5217	52.17%
Glucocorticoid receptor binding	+	0.7604	76.04%
Aromatase binding	+	0.5748	57.48%
PPAR gamma	+	0.6643	66.43%
Honey bee toxicity	-	0.8363	83.63%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.55%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	99.50%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.23%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	96.06%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.34%	91.11%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	92.50%	94.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.73%	97.25%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.17%	82.69%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.39%	95.89%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	86.75%	93.03%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.31%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.58%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.19%	99.23%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.63%	100.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	82.93%	96.38%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.79%	95.89%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.73%	96.47%
CHEMBL5028	O14672	ADAM10	82.70%	97.50%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.09%	97.14%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.78%	98.75%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	80.02%	94.08%

Plants that contains it

• Carpesium abrotanoides
• Solanum incanum
• Solanum lasiocarpum
• Solanum marginatum
• Solanum sisymbriifolium
• Solanum virginianum

Cross-Links

• PubChem: 21155918
• NPASS: NPC203486
• LOTUS: LTS0238864
• wikiData: Q104396462