[(1S,3R,6S,8R,11S,12S,15R,16R)-7,7,12,16-tetramethyl-15-[(2R)-6-methyl-5-methylideneheptan-2-yl]-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl] (E)-3-phenylprop-2-enoate

Details

• Internal ID: 1e8d8484-7184-49f1-99da-eebbc689059f
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Cycloartanols and derivatives
• IUPAC Name: [(1S,3R,6S,8R,11S,12S,15R,16R)-7,7,12,16-tetramethyl-15-[(2R)-6-methyl-5-methylideneheptan-2-yl]-6-pentacyclo[9.7.0.01,3.03,8.012,16]octadecanyl] (E)-3-phenylprop-2-enoate
• SMILES (Canonical): CC(C)C(=C)CCC(C)C1CCC2(C1(CCC34C2CCC5C3(C4)CCC(C5(C)C)OC(=O)C=CC6=CC=CC=C6)C)C
• SMILES (Isomeric): C[C@H](CCC(=C)C(C)C)[C@H]1CC[C@@]2([C@@]1(CC[C@]34[C@H]2CC[C@@H]5[C@]3(C4)CC[C@@H](C5(C)C)OC(=O)/C=C/C6=CC=CC=C6)C)C
• InChI: InChI=1S/C40H58O2/c1-27(2)28(3)14-15-29(4)31-20-22-38(8)33-18-17-32-36(5,6)34(42-35(41)19-16-30-12-10-9-11-13-30)21-23-39(32)26-40(33,39)25-24-37(31,38)7/h9-13,16,19,27,29,31-34H,3,14-15,17-18,20-26H2,1-2,4-8H3/b19-16+/t29-,31-,32+,33+,34+,37-,38+,39-,40+/m1/s1
• InChI Key: LFXJONXXPRSBIC-DQJRSBEGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₅₈O₂
• Molecular Weight: 570.90 g/mol
• Exact Mass: 570.44368109 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 13.00
• Atomic LogP (AlogP): 10.68
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 8

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	-	0.7754	77.54%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.5989	59.89%
OATP2B1 inhibitior	-	0.7109	71.09%
OATP1B1 inhibitior	+	0.8188	81.88%
OATP1B3 inhibitior	-	0.4205	42.05%
MATE1 inhibitior	-	0.7200	72.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9892	98.92%
P-glycoprotein inhibitior	+	0.7620	76.20%
P-glycoprotein substrate	-	0.5199	51.99%
CYP3A4 substrate	+	0.6798	67.98%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8777	87.77%
CYP3A4 inhibition	-	0.6683	66.83%
CYP2C9 inhibition	-	0.7601	76.01%
CYP2C19 inhibition	+	0.8023	80.23%
CYP2D6 inhibition	-	0.9271	92.71%
CYP1A2 inhibition	-	0.7082	70.82%
CYP2C8 inhibition	+	0.7561	75.61%
CYP inhibitory promiscuity	-	0.5446	54.46%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5636	56.36%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9295	92.95%
Skin irritation	-	0.6003	60.03%
Skin corrosion	-	0.9753	97.53%
Ames mutagenesis	-	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8200	82.00%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.6283	62.83%
skin sensitisation	-	0.5297	52.97%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.8731	87.31%
Acute Oral Toxicity (c)	III	0.6947	69.47%
Estrogen receptor binding	+	0.7710	77.10%
Androgen receptor binding	+	0.8214	82.14%
Thyroid receptor binding	+	0.5880	58.80%
Glucocorticoid receptor binding	+	0.8096	80.96%
Aromatase binding	+	0.7491	74.91%
PPAR gamma	+	0.7159	71.59%
Honey bee toxicity	-	0.7405	74.05%
Biodegradation	-	0.8250	82.50%
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	99.06%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.68%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.64%	95.56%
CHEMBL2581	P07339	Cathepsin D	95.06%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.84%	86.33%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	93.63%	94.62%
CHEMBL3492	P49721	Proteasome Macropain subunit	91.78%	90.24%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.95%	97.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	90.08%	95.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	90.05%	93.00%
CHEMBL221	P23219	Cyclooxygenase-1	89.75%	90.17%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	89.53%	94.23%
CHEMBL3192	Q9BY41	Histone deacetylase 8	89.04%	93.99%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	87.97%	94.08%
CHEMBL5028	O14672	ADAM10	86.91%	97.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.21%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.16%	97.25%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.05%	96.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.70%	92.62%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.65%	93.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.64%	94.45%
CHEMBL4208	P20618	Proteasome component C5	81.18%	90.00%

Plants that contains it

• Hoya australis
• Niphogeton ternata
• Papaver rhoeas

Cross-Links

• PubChem: 102216743
• NPASS: NPC46495
• LOTUS: LTS0036221
• wikiData: Q105151194