5-(3-hydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl)-5-methyloxolan-2-one

Details

• Internal ID: 815b85db-560e-4e00-8fbd-59ec0b279df7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 5-(3-hydroxy-4,4,10,13,14-pentamethyl-2,3,5,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl)-5-methyloxolan-2-one
• InChI: InChI=1S/C27H44O3/c1-23(2)19-8-7-18-17(24(19,3)13-11-21(23)28)9-14-26(5)20(10-15-25(18,26)4)27(6)16-12-22(29)30-27/h17-21,28H,7-16H2,1-6H3
• InChI Key: KYWPVKUAXXEYKR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₄O₃
• Molecular Weight: 416.60 g/mol
• Exact Mass: 416.32904526 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 6.90
• Atomic LogP (AlogP): 6.13
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9957	99.57%
Caco-2	-	0.5235	52.35%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8089	80.89%
OATP2B1 inhibitior	-	0.7114	71.14%
OATP1B1 inhibitior	+	0.8721	87.21%
OATP1B3 inhibitior	+	0.9084	90.84%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	+	0.8177	81.77%
P-glycoprotein inhibitior	-	0.6869	68.69%
P-glycoprotein substrate	-	0.9073	90.73%
CYP3A4 substrate	+	0.6977	69.77%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8231	82.31%
CYP3A4 inhibition	-	0.7110	71.10%
CYP2C9 inhibition	-	0.7774	77.74%
CYP2C19 inhibition	-	0.7389	73.89%
CYP2D6 inhibition	-	0.9649	96.49%
CYP1A2 inhibition	-	0.9022	90.22%
CYP2C8 inhibition	-	0.7585	75.85%
CYP inhibitory promiscuity	-	0.9489	94.89%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6248	62.48%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9125	91.25%
Skin irritation	+	0.5112	51.12%
Skin corrosion	-	0.8917	89.17%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4521	45.21%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.7221	72.21%
skin sensitisation	-	0.7793	77.93%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.7435	74.35%
Acute Oral Toxicity (c)	III	0.4886	48.86%
Estrogen receptor binding	+	0.7085	70.85%
Androgen receptor binding	+	0.7577	75.77%
Thyroid receptor binding	+	0.6349	63.49%
Glucocorticoid receptor binding	+	0.7832	78.32%
Aromatase binding	+	0.7296	72.96%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.7843	78.43%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6500	65.00%
Fish aquatic toxicity	+	0.9795	97.95%

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	93.60%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.74%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.66%	95.56%
CHEMBL204	P00734	Thrombin	87.85%	96.01%
CHEMBL2581	P07339	Cathepsin D	87.69%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.90%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.91%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.84%	95.89%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.43%	96.09%
CHEMBL1871	P10275	Androgen Receptor	83.75%	96.43%
CHEMBL221	P23219	Cyclooxygenase-1	81.25%	90.17%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.68%	96.38%

Plants that contains it

• Reinwardtiodendron anamalaiense

Cross-Links

• PubChem: 162923476
• LOTUS: LTS0142977
• wikiData: Q105147987