Ferrugieudesmol

Details

• Internal ID: 2c663ea3-0982-4d4d-9e82-a0e5683178a6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (4bS,8aS,10R)-10-[(1S,4aS,6R,8aS)-6-(2-hydroxypropan-2-yl)-8a-methyl-4-methylidene-1,2,3,4a,5,6,7,8-octahydronaphthalen-1-yl]-4b,8,8-trimethyl-2-propan-2-yl-5,6,7,8a,9,10-hexahydrophenanthren-3-ol
• SMILES (Canonical): CC(C)C1=C(C=C2C(=C1)C(CC3C2(CCCC3(C)C)C)C4CCC(=C)C5C4(CCC(C5)C(C)(C)O)C)O
• SMILES (Isomeric): CC(C)C1=C(C=C2C(=C1)[C@H](C[C@@H]3[C@@]2(CCCC3(C)C)C)[C@@H]4CCC(=C)[C@H]5[C@]4(CC[C@H](C5)C(C)(C)O)C)O
• InChI: InChI=1S/C35H54O2/c1-21(2)24-18-25-26(19-31-32(4,5)14-10-15-35(31,9)29(25)20-30(24)36)27-12-11-22(3)28-17-23(33(6,7)37)13-16-34(27,28)8/h18,20-21,23,26-28,31,36-37H,3,10-17,19H2,1-2,4-9H3/t23-,26+,27+,28+,31+,34+,35-/m1/s1
• InChI Key: QJDFWYBXQNDEJQ-RPABJFINSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₅₄O₂
• Molecular Weight: 506.80 g/mol
• Exact Mass: 506.412380961 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 9.70
• Atomic LogP (AlogP): 9.25
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• CHEMBL508557
• (4bS,8aS,10R)-10-[(1S,4aS,6R,8aS)-6-(2-hydroxypropan-2-yl)-8a-methyl-4-methylidene-1,2,3,4a,5,6,7,8-octahydronaphthalen-1-yl]-4b,8,8-trimethyl-2-propan-2-yl-5,6,7,8a,9,10-hexahydrophenanthren-3-ol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	-	0.5471	54.71%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7861	78.61%
OATP2B1 inhibitior	-	0.8546	85.46%
OATP1B1 inhibitior	+	0.8512	85.12%
OATP1B3 inhibitior	+	0.8202	82.02%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.9080	90.80%
P-glycoprotein inhibitior	-	0.4466	44.66%
P-glycoprotein substrate	-	0.5448	54.48%
CYP3A4 substrate	+	0.7118	71.18%
CYP2C9 substrate	+	0.6484	64.84%
CYP2D6 substrate	-	0.6679	66.79%
CYP3A4 inhibition	-	0.6703	67.03%
CYP2C9 inhibition	-	0.6382	63.82%
CYP2C19 inhibition	+	0.6909	69.09%
CYP2D6 inhibition	-	0.8988	89.88%
CYP1A2 inhibition	+	0.7664	76.64%
CYP2C8 inhibition	+	0.7475	74.75%
CYP inhibitory promiscuity	+	0.7304	73.04%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7311	73.11%
Carcinogenicity (trinary)	Non-required	0.5950	59.50%
Eye corrosion	-	0.9875	98.75%
Eye irritation	-	0.9358	93.58%
Skin irritation	-	0.6878	68.78%
Skin corrosion	-	0.9438	94.38%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3776	37.76%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	+	0.5467	54.67%
skin sensitisation	-	0.5848	58.48%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.9290	92.90%
Acute Oral Toxicity (c)	III	0.7202	72.02%
Estrogen receptor binding	+	0.8094	80.94%
Androgen receptor binding	+	0.7234	72.34%
Thyroid receptor binding	+	0.7072	70.72%
Glucocorticoid receptor binding	+	0.8299	82.99%
Aromatase binding	+	0.7351	73.51%
PPAR gamma	+	0.6551	65.51%
Honey bee toxicity	-	0.7000	70.00%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.39%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.09%	97.25%
CHEMBL2581	P07339	Cathepsin D	93.37%	98.95%
CHEMBL1977	P11473	Vitamin D receptor	93.34%	99.43%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	91.78%	96.38%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.28%	100.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	91.10%	93.99%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	90.48%	90.71%
CHEMBL3359	P21462	Formyl peptide receptor 1	90.36%	93.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.07%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.78%	95.89%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	87.95%	93.40%
CHEMBL4581	P52732	Kinesin-like protein 1	87.62%	93.18%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.60%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.52%	99.15%
CHEMBL238	Q01959	Dopamine transporter	86.42%	95.88%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	86.30%	91.79%
CHEMBL284	P27487	Dipeptidyl peptidase IV	85.62%	95.69%
CHEMBL1978	P11511	Cytochrome P450 19A1	85.45%	91.76%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	85.37%	91.03%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	84.64%	94.97%
CHEMBL2996	Q05655	Protein kinase C delta	84.01%	97.79%
CHEMBL1871	P10275	Androgen Receptor	83.69%	96.43%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.45%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.35%	89.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.89%	92.62%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.84%	100.00%
CHEMBL5203	P33316	dUTP pyrophosphatase	82.65%	99.18%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.06%	100.00%
CHEMBL3975	P09467	Fructose-1,6-bisphosphatase	80.57%	92.95%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.37%	93.04%
CHEMBL237	P41145	Kappa opioid receptor	80.33%	98.10%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	80.15%	97.23%

Plants that contains it

• Calocedrus macrolepis
• Glaucium oxylobum

Cross-Links

• PubChem: 11994700
• NPASS: NPC126002
• ChEMBL: CHEMBL508557
• LOTUS: LTS0074902
• wikiData: Q105222569