[(1S,3R,6S,16R)-15-(5,6-dimethylheptan-2-yl)-7,7,12,16-tetramethyl-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl] (Z)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

Details

• Internal ID: 9d3b7ec5-022f-41ef-ae8d-9811b48daab1
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Cycloartanols and derivatives
• IUPAC Name: [(1S,3R,6S,16R)-15-(5,6-dimethylheptan-2-yl)-7,7,12,16-tetramethyl-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl] (Z)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
• SMILES (Canonical): CC(C)C(C)CCC(C)C1CCC2(C1(CCC34C2CCC5C3(C4)CCC(C5(C)C)OC(=O)C=CC6=CC(=C(C=C6)O)OC)C)C
• SMILES (Isomeric): CC(C)C(C)CCC(C)C1CCC2([C@@]1(CC[C@]34C2CCC5[C@]3(C4)CC[C@@H](C5(C)C)OC(=O)/C=C\C6=CC(=C(C=C6)O)OC)C)C
• InChI: InChI=1S/C41H62O4/c1-26(2)27(3)10-11-28(4)30-18-20-39(8)34-16-15-33-37(5,6)35(19-21-40(33)25-41(34,40)23-22-38(30,39)7)45-36(43)17-13-29-12-14-31(42)32(24-29)44-9/h12-14,17,24,26-28,30,33-35,42H,10-11,15-16,18-23,25H2,1-9H3/b17-13-/t27?,28?,30?,33?,34?,35-,38+,39?,40+,41-/m0/s1
• InChI Key: HCOPZFJKHMGVNO-QFXGFJQRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₆₂O₄
• Molecular Weight: 618.90 g/mol
• Exact Mass: 618.46481045 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 12.80
• Atomic LogP (AlogP): 10.47
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9946	99.46%
Caco-2	-	0.8030	80.30%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7676	76.76%
OATP2B1 inhibitior	-	0.5718	57.18%
OATP1B1 inhibitior	+	0.8390	83.90%
OATP1B3 inhibitior	+	0.8095	80.95%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9765	97.65%
P-glycoprotein inhibitior	+	0.7793	77.93%
P-glycoprotein substrate	+	0.5579	55.79%
CYP3A4 substrate	+	0.6910	69.10%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8476	84.76%
CYP3A4 inhibition	-	0.6529	65.29%
CYP2C9 inhibition	-	0.6570	65.70%
CYP2C19 inhibition	-	0.6358	63.58%
CYP2D6 inhibition	-	0.9244	92.44%
CYP1A2 inhibition	-	0.7068	70.68%
CYP2C8 inhibition	+	0.7563	75.63%
CYP inhibitory promiscuity	-	0.8348	83.48%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9020	90.20%
Carcinogenicity (trinary)	Non-required	0.6459	64.59%
Eye corrosion	-	0.9935	99.35%
Eye irritation	-	0.9206	92.06%
Skin irritation	-	0.6800	68.00%
Skin corrosion	-	0.9665	96.65%
Ames mutagenesis	-	0.8800	88.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6534	65.34%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.6709	67.09%
skin sensitisation	-	0.8537	85.37%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.9374	93.74%
Acute Oral Toxicity (c)	IV	0.4810	48.10%
Estrogen receptor binding	+	0.7675	76.75%
Androgen receptor binding	+	0.8535	85.35%
Thyroid receptor binding	+	0.5381	53.81%
Glucocorticoid receptor binding	+	0.8142	81.42%
Aromatase binding	+	0.7140	71.40%
PPAR gamma	+	0.6839	68.39%
Honey bee toxicity	-	0.7547	75.47%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5245	52.45%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.59%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.33%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.83%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.95%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.12%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.41%	89.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.39%	96.00%
CHEMBL3492	P49721	Proteasome Macropain subunit	89.13%	90.24%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.84%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.53%	95.89%
CHEMBL2581	P07339	Cathepsin D	86.70%	98.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.04%	92.62%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	85.82%	89.62%
CHEMBL4208	P20618	Proteasome component C5	85.80%	90.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.44%	97.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.10%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.02%	95.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.95%	90.71%
CHEMBL3194	P02766	Transthyretin	82.69%	90.71%
CHEMBL340	P08684	Cytochrome P450 3A4	82.04%	91.19%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.81%	91.07%
CHEMBL2535	P11166	Glucose transporter	81.23%	98.75%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.17%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.11%	92.94%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	80.75%	95.17%

Plants that contains it

• Cissampelos pareira
• Oryza sativa

Cross-Links

• PubChem: 5319569
• NPASS: NPC17450