Pholidotin

Details

• Internal ID: 71b3a8be-d7c0-4053-84ba-1b36898f0070
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Cycloartanols and derivatives
• IUPAC Name: [(1S,3R,6S,8R,11S,12S,15R,16R)-7,7,12,16-tetramethyl-15-[(2R)-6-methyl-5-methylideneheptan-2-yl]-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl] (Z)-3-(4-hydroxyphenyl)prop-2-enoate
• SMILES (Canonical): CC(C)C(=C)CCC(C)C1CCC2(C1(CCC34C2CCC5C3(C4)CCC(C5(C)C)OC(=O)C=CC6=CC=C(C=C6)O)C)C
• SMILES (Isomeric): C[C@H](CCC(=C)C(C)C)[C@H]1CC[C@@]2([C@@]1(CC[C@]34[C@H]2CC[C@@H]5[C@]3(C4)CC[C@@H](C5(C)C)OC(=O)/C=C\C6=CC=C(C=C6)O)C)C
• InChI: InChI=1S/C40H58O3/c1-26(2)27(3)9-10-28(4)31-19-21-38(8)33-17-16-32-36(5,6)34(43-35(42)18-13-29-11-14-30(41)15-12-29)20-22-39(32)25-40(33,39)24-23-37(31,38)7/h11-15,18,26,28,31-34,41H,3,9-10,16-17,19-25H2,1-2,4-8H3/b18-13-/t28-,31-,32+,33+,34+,37-,38+,39-,40+/m1/s1
• InChI Key: NWCFXEYHLYCCTG-AUFFUNJQSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₅₈O₃
• Molecular Weight: 586.90 g/mol
• Exact Mass: 586.43859571 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 12.60
• Atomic LogP (AlogP): 10.38
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 8

Synonyms

• [(1S,3R,6S,8R,11S,12S,15R,16R)-7,7,12,16-tetramethyl-15-[(2R)-6-methyl-5-methylideneheptan-2-yl]-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl] (Z)-3-(4-hydroxyphenyl)prop-2-enoate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9969	99.69%
Caco-2	-	0.7940	79.40%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.7320	73.20%
OATP2B1 inhibitior	-	0.5679	56.79%
OATP1B1 inhibitior	+	0.7992	79.92%
OATP1B3 inhibitior	-	0.2677	26.77%
MATE1 inhibitior	-	0.6400	64.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.9839	98.39%
P-glycoprotein inhibitior	+	0.7531	75.31%
P-glycoprotein substrate	+	0.5459	54.59%
CYP3A4 substrate	+	0.6965	69.65%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8667	86.67%
CYP3A4 inhibition	-	0.5976	59.76%
CYP2C9 inhibition	-	0.5851	58.51%
CYP2C19 inhibition	+	0.5988	59.88%
CYP2D6 inhibition	-	0.9297	92.97%
CYP1A2 inhibition	-	0.6793	67.93%
CYP2C8 inhibition	+	0.8069	80.69%
CYP inhibitory promiscuity	-	0.6797	67.97%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6054	60.54%
Eye corrosion	-	0.9942	99.42%
Eye irritation	-	0.9250	92.50%
Skin irritation	-	0.6226	62.26%
Skin corrosion	-	0.9627	96.27%
Ames mutagenesis	-	0.8354	83.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7175	71.75%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.6584	65.84%
skin sensitisation	-	0.6510	65.10%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	-	0.8099	80.99%
Acute Oral Toxicity (c)	III	0.5162	51.62%
Estrogen receptor binding	+	0.7716	77.16%
Androgen receptor binding	+	0.8322	83.22%
Thyroid receptor binding	+	0.5638	56.38%
Glucocorticoid receptor binding	+	0.8027	80.27%
Aromatase binding	+	0.7281	72.81%
PPAR gamma	+	0.6995	69.95%
Honey bee toxicity	-	0.7138	71.38%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5145	51.45%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.24%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.68%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.21%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.72%	97.09%
CHEMBL2581	P07339	Cathepsin D	93.84%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.15%	95.56%
CHEMBL206	P03372	Estrogen receptor alpha	93.13%	97.64%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.93%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.74%	86.33%
CHEMBL3492	P49721	Proteasome Macropain subunit	87.16%	90.24%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.85%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.65%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.55%	95.89%
CHEMBL4208	P20618	Proteasome component C5	85.42%	90.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.11%	89.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.01%	93.99%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.33%	99.17%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.27%	93.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.02%	95.50%
CHEMBL340	P08684	Cytochrome P450 3A4	82.23%	91.19%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.94%	92.62%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.61%	89.62%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	81.29%	94.78%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	81.20%	94.97%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.79%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.08%	93.56%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	80.03%	85.00%

Plants that contains it

• Cremastra appendiculata
• Epidendrum strobiliferum
• Pleione bulbocodioides
• Pleione yunnanensis

Cross-Links

• PubChem: 13970951
• NPASS: NPC161620
• LOTUS: LTS0109649
• wikiData: Q105186526