19-Hydroxyferruginol

Details

• Internal ID: 9ba2c22b-7b39-4561-a2ce-7643e372f9d7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (4bS,8S,8aR)-8-(hydroxymethyl)-4b,8-dimethyl-2-propan-2-yl-5,6,7,8a,9,10-hexahydrophenanthren-3-ol
• SMILES (Canonical): CC(C)C1=C(C=C2C(=C1)CCC3C2(CCCC3(C)CO)C)O
• SMILES (Isomeric): CC(C)C1=C(C=C2C(=C1)CC[C@@H]3[C@@]2(CCC[C@]3(C)CO)C)O
• InChI: InChI=1S/C20H30O2/c1-13(2)15-10-14-6-7-18-19(3,12-21)8-5-9-20(18,4)16(14)11-17(15)22/h10-11,13,18,21-22H,5-9,12H2,1-4H3/t18-,19+,20+/m0/s1
• InChI Key: ZSMYLYMVTJVQIR-XUVXKRRUSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₂
• Molecular Weight: 302.50 g/mol
• Exact Mass: 302.224580195 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 5.30
• Atomic LogP (AlogP): 4.52
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• 19-Hydroxyferruginol
• BDBM50543765

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9971	99.71%
Caco-2	+	0.8397	83.97%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8224	82.24%
OATP2B1 inhibitior	-	0.8616	86.16%
OATP1B1 inhibitior	+	0.7287	72.87%
OATP1B3 inhibitior	-	0.5698	56.98%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.4783	47.83%
P-glycoprotein inhibitior	-	0.8834	88.34%
P-glycoprotein substrate	-	0.7140	71.40%
CYP3A4 substrate	+	0.5874	58.74%
CYP2C9 substrate	+	0.6220	62.20%
CYP2D6 substrate	+	0.3754	37.54%
CYP3A4 inhibition	-	0.6490	64.90%
CYP2C9 inhibition	-	0.6659	66.59%
CYP2C19 inhibition	-	0.5312	53.12%
CYP2D6 inhibition	-	0.9328	93.28%
CYP1A2 inhibition	+	0.9120	91.20%
CYP2C8 inhibition	-	0.6650	66.50%
CYP inhibitory promiscuity	-	0.5461	54.61%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7400	74.00%
Carcinogenicity (trinary)	Non-required	0.7033	70.33%
Eye corrosion	-	0.9782	97.82%
Eye irritation	-	0.8648	86.48%
Skin irritation	-	0.8237	82.37%
Skin corrosion	-	0.9685	96.85%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3694	36.94%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.7306	73.06%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.8886	88.86%
Acute Oral Toxicity (c)	III	0.6419	64.19%
Estrogen receptor binding	+	0.5686	56.86%
Androgen receptor binding	-	0.6420	64.20%
Thyroid receptor binding	+	0.7688	76.88%
Glucocorticoid receptor binding	+	0.6816	68.16%
Aromatase binding	+	0.5795	57.95%
PPAR gamma	+	0.7579	75.79%
Honey bee toxicity	-	0.8569	85.69%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9940	99.40%

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%
CHEMBL2581	P07339	Cathepsin D	94.63%	98.95%
CHEMBL3192	Q9BY41	Histone deacetylase 8	94.60%	93.99%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.87%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.18%	97.25%
CHEMBL233	P35372	Mu opioid receptor	92.08%	97.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.08%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.19%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.14%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.54%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.52%	96.77%
CHEMBL1937	Q92769	Histone deacetylase 2	86.46%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.86%	100.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	85.23%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.61%	95.56%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	83.66%	91.79%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.24%	92.62%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	83.04%	96.38%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.27%	82.69%
CHEMBL237	P41145	Kappa opioid receptor	81.69%	98.10%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.64%	95.50%
CHEMBL4581	P52732	Kinesin-like protein 1	81.18%	93.18%

Plants that contains it

• Breonia chinensis
• Campylotropis hirtella
• Ceropegia dichotoma
• Crinum moorei
• Crotalaria candicans
• Cryptomeria japonica
• Dendrobium loddigesii
• Distephanus angulifolius
• Eucalyptus apodophylla
• Glycosmis macrophylla
• Gypsophila perfoliata
• Hypericum polyanthemum
• Juniperus brevifolia
• Juniperus chinensis
• Juniperus drupacea
• Lophostemon confertus
• Mentha × gentilis
• Ononis spinosa
• Orbivestus karaguensis
• Pentaclethra macrophylla
• Periploca sepium
• Pinalia japonica
• Plectranthus hereroensis
• Prumnopitys ferruginea
• Pterocaulon virgatum
• Rhodiola semenovii
• Salacia reticulata
• Salvia sessei
• Sonneratia caseolaris
• Stephania zippeliana
• Veronica polita

Cross-Links

• PubChem: 21632843
• NPASS: NPC35797
• ChEMBL: CHEMBL3343893
• LOTUS: LTS0125048
• wikiData: Q105382592