3-Hydroxy-17-(1-hydroxy-6-methylhept-5-en-2-yl)-4,4,10,13,14-pentamethyl-1,2,3,5,6,12,15,17-octahydrocyclopenta[a]phenanthren-16-one

Details

• Internal ID: 8b46a2fa-5111-4388-b272-bf2f933d1979
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 3-hydroxy-17-(1-hydroxy-6-methylhept-5-en-2-yl)-4,4,10,13,14-pentamethyl-1,2,3,5,6,12,15,17-octahydrocyclopenta[a]phenanthren-16-one
• SMILES (Canonical): CC(=CCCC(CO)C1C(=O)CC2(C1(CC=C3C2=CCC4C3(CCC(C4(C)C)O)C)C)C)C
• SMILES (Isomeric): CC(=CCCC(CO)C1C(=O)CC2(C1(CC=C3C2=CCC4C3(CCC(C4(C)C)O)C)C)C)C
• InChI: InChI=1S/C30H46O3/c1-19(2)9-8-10-20(18-31)26-23(32)17-30(7)22-11-12-24-27(3,4)25(33)14-15-28(24,5)21(22)13-16-29(26,30)6/h9,11,13,20,24-26,31,33H,8,10,12,14-18H2,1-7H3
• InChI Key: BUIKYFGHLFKLDB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₆O₃
• Molecular Weight: 454.70 g/mol
• Exact Mass: 454.34469533 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 5.60
• Atomic LogP (AlogP): 6.41
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.7056	70.56%
Blood Brain Barrier	+	0.5885	58.85%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8291	82.91%
OATP2B1 inhibitior	-	0.8612	86.12%
OATP1B1 inhibitior	+	0.8852	88.52%
OATP1B3 inhibitior	+	0.9696	96.96%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	+	0.7670	76.70%
BSEP inhibitior	+	0.9438	94.38%
P-glycoprotein inhibitior	+	0.5740	57.40%
P-glycoprotein substrate	-	0.6200	62.00%
CYP3A4 substrate	+	0.6549	65.49%
CYP2C9 substrate	-	0.8246	82.46%
CYP2D6 substrate	-	0.8195	81.95%
CYP3A4 inhibition	-	0.8413	84.13%
CYP2C9 inhibition	-	0.8661	86.61%
CYP2C19 inhibition	-	0.9351	93.51%
CYP2D6 inhibition	-	0.9350	93.50%
CYP1A2 inhibition	-	0.9368	93.68%
CYP2C8 inhibition	-	0.6972	69.72%
CYP inhibitory promiscuity	-	0.7354	73.54%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6239	62.39%
Eye corrosion	-	0.9938	99.38%
Eye irritation	-	0.9564	95.64%
Skin irritation	-	0.5112	51.12%
Skin corrosion	-	0.9673	96.73%
Ames mutagenesis	-	0.6465	64.65%
Human Ether-a-go-go-Related Gene inhibition	+	0.6806	68.06%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.6095	60.95%
skin sensitisation	-	0.7685	76.85%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	+	0.5820	58.20%
Acute Oral Toxicity (c)	III	0.7798	77.98%
Estrogen receptor binding	+	0.7705	77.05%
Androgen receptor binding	+	0.7125	71.25%
Thyroid receptor binding	+	0.7852	78.52%
Glucocorticoid receptor binding	+	0.8267	82.67%
Aromatase binding	+	0.7306	73.06%
PPAR gamma	+	0.6353	63.53%
Honey bee toxicity	-	0.7635	76.35%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9850	98.50%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.88%	94.45%
CHEMBL2581	P07339	Cathepsin D	95.48%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.92%	91.11%
CHEMBL1937	Q92769	Histone deacetylase 2	92.84%	94.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.95%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.87%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.32%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.35%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.06%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	84.53%	95.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.52%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162980232
• LOTUS: LTS0266334
• wikiData: Q103817020