[(3S,4S,5S,10S,13R,14R,17R)-17-[(2R)-5-ethyl-6-methylhept-5-en-2-yl]-4,10,13,14-tetramethyl-1,2,3,4,5,6,7,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl] acetate

Details

• Internal ID: fb65b776-361a-4eb3-9ec2-7bcafb380643
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(3S,4S,5S,10S,13R,14R,17R)-17-[(2R)-5-ethyl-6-methylhept-5-en-2-yl]-4,10,13,14-tetramethyl-1,2,3,4,5,6,7,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl] acetate
• SMILES (Canonical): CCC(=C(C)C)CCC(C)C1CCC2(C1(CCC3=C2CCC4C3(CCC(C4C)OC(=O)C)C)C)C
• SMILES (Isomeric): CCC(=C(C)C)CC[C@@H](C)[C@H]1CC[C@@]2([C@@]1(CCC3=C2CC[C@@H]4[C@@]3(CC[C@@H]([C@H]4C)OC(=O)C)C)C)C
• InChI: InChI=1S/C33H54O2/c1-10-25(21(2)3)12-11-22(4)26-15-19-33(9)29-14-13-27-23(5)30(35-24(6)34)17-18-31(27,7)28(29)16-20-32(26,33)8/h22-23,26-27,30H,10-20H2,1-9H3/t22-,23+,26-,27+,30+,31+,32-,33+/m1/s1
• InChI Key: AOQUZRKROIUMCC-NGZWWUIYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₅₄O₂
• Molecular Weight: 482.80 g/mol
• Exact Mass: 482.412380961 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 10.10
• Atomic LogP (AlogP): 9.44
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 6

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	+	0.4949	49.49%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.5662	56.62%
OATP2B1 inhibitior	-	0.7170	71.70%
OATP1B1 inhibitior	+	0.7686	76.86%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	+	0.9235	92.35%
P-glycoprotein inhibitior	+	0.7244	72.44%
P-glycoprotein substrate	-	0.5133	51.33%
CYP3A4 substrate	+	0.6922	69.22%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8603	86.03%
CYP3A4 inhibition	-	0.8309	83.09%
CYP2C9 inhibition	-	0.8703	87.03%
CYP2C19 inhibition	+	0.7387	73.87%
CYP2D6 inhibition	-	0.9169	91.69%
CYP1A2 inhibition	-	0.9248	92.48%
CYP2C8 inhibition	+	0.5555	55.55%
CYP inhibitory promiscuity	-	0.5066	50.66%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4961	49.61%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.8788	87.88%
Skin irritation	-	0.5214	52.14%
Skin corrosion	-	0.9823	98.23%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3647	36.47%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.5964	59.64%
skin sensitisation	+	0.5849	58.49%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.7085	70.85%
Acute Oral Toxicity (c)	III	0.8186	81.86%
Estrogen receptor binding	+	0.7855	78.55%
Androgen receptor binding	+	0.8072	80.72%
Thyroid receptor binding	+	0.6719	67.19%
Glucocorticoid receptor binding	+	0.7528	75.28%
Aromatase binding	+	0.7158	71.58%
PPAR gamma	+	0.6592	65.92%
Honey bee toxicity	-	0.7227	72.27%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6255	62.55%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.61%	96.09%
CHEMBL2581	P07339	Cathepsin D	97.75%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.24%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.46%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	92.27%	90.17%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	90.85%	89.05%
CHEMBL233	P35372	Mu opioid receptor	89.46%	97.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.13%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.07%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.94%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.95%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	85.85%	91.19%
CHEMBL236	P41143	Delta opioid receptor	85.85%	99.35%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.43%	93.56%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.59%	95.89%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.58%	100.00%
CHEMBL2996	Q05655	Protein kinase C delta	82.24%	97.79%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.97%	95.50%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	81.19%	98.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.01%	99.17%

Plants that contains it

• Goniophlebium mengtzeense

Cross-Links

• PubChem: 163040959
• LOTUS: LTS0141174
• wikiData: Q104915895