8-hydroxy-11-(hydroxymethyl)-4,4a,6a,6b,8a,11,14a-heptamethyl-2,4,5,6,6a,7,8,9,10,12,12a,13,14,14b-tetradecahydro-1H-picen-3-one

Details

• Internal ID: ef458dac-a27a-4007-9d2d-22adb7708ef2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 8-hydroxy-11-(hydroxymethyl)-4,4a,6a,6b,8a,11,14a-heptamethyl-2,4,5,6,6a,7,8,9,10,12,12a,13,14,14b-tetradecahydro-1H-picen-3-one
• SMILES (Canonical): CC1C(=O)CCC2C1(CCC3C2(CCC4(C3(CC(C5(C4CC(CC5)(C)CO)C)O)C)C)C)C
• SMILES (Isomeric): CC1C(=O)CCC2C1(CCC3C2(CCC4(C3(CC(C5(C4CC(CC5)(C)CO)C)O)C)C)C)C
• InChI: InChI=1S/C30H50O3/c1-19-20(32)8-9-21-26(19,3)11-10-22-27(21,4)14-15-29(6)23-16-25(2,18-31)12-13-28(23,5)24(33)17-30(22,29)7/h19,21-24,31,33H,8-18H2,1-7H3
• InChI Key: PXERLCBZUVMKBK-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₅₀O₃
• Molecular Weight: 458.70 g/mol
• Exact Mass: 458.37599545 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 6.70
• Atomic LogP (AlogP): 6.40
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9954	99.54%
Caco-2	-	0.5694	56.94%
Blood Brain Barrier	+	0.5885	58.85%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7958	79.58%
OATP2B1 inhibitior	-	0.5823	58.23%
OATP1B1 inhibitior	+	0.9235	92.35%
OATP1B3 inhibitior	+	0.9497	94.97%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.6000	60.00%
BSEP inhibitior	+	0.8358	83.58%
P-glycoprotein inhibitior	-	0.7501	75.01%
P-glycoprotein substrate	-	0.7016	70.16%
CYP3A4 substrate	+	0.6858	68.58%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7698	76.98%
CYP3A4 inhibition	-	0.6088	60.88%
CYP2C9 inhibition	-	0.6904	69.04%
CYP2C19 inhibition	-	0.9280	92.80%
CYP2D6 inhibition	-	0.9576	95.76%
CYP1A2 inhibition	-	0.6600	66.00%
CYP2C8 inhibition	-	0.7516	75.16%
CYP inhibitory promiscuity	-	0.9271	92.71%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7170	71.70%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.9359	93.59%
Skin irritation	-	0.6398	63.98%
Skin corrosion	-	0.9736	97.36%
Ames mutagenesis	-	0.7470	74.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4290	42.90%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	-	0.7028	70.28%
skin sensitisation	-	0.8064	80.64%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.7140	71.40%
Acute Oral Toxicity (c)	III	0.7642	76.42%
Estrogen receptor binding	+	0.7186	71.86%
Androgen receptor binding	+	0.6733	67.33%
Thyroid receptor binding	+	0.5871	58.71%
Glucocorticoid receptor binding	+	0.7224	72.24%
Aromatase binding	+	0.6999	69.99%
PPAR gamma	-	0.5177	51.77%
Honey bee toxicity	-	0.8261	82.61%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9232	92.32%

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	92.13%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.89%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.97%	100.00%
CHEMBL2581	P07339	Cathepsin D	90.20%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.18%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	89.78%	82.69%
CHEMBL1871	P10275	Androgen Receptor	89.51%	96.43%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.74%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.03%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.91%	92.94%
CHEMBL226	P30542	Adenosine A1 receptor	82.03%	95.93%

Plants that contains it

• Celastrus hindsii

Cross-Links

• PubChem: 85218341
• LOTUS: LTS0130603
• wikiData: Q105216142