(3S,5R,10S,13R,14R,17R)-3-methoxy-17-[(2R,4S)-4-methoxy-6-methyl-5-methylideneheptan-2-yl]-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthrene

Details

• Internal ID: cb0963a8-b526-4cd0-87fd-f3f59e344364
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (3S,5R,10S,13R,14R,17R)-3-methoxy-17-[(2R,4S)-4-methoxy-6-methyl-5-methylideneheptan-2-yl]-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthrene
• SMILES (Canonical): CC(C)C(=C)C(CC(C)C1CCC2(C1(CCC3=C2CCC4C3(CCC(C4(C)C)OC)C)C)C)OC
• SMILES (Isomeric): C[C@H](C[C@@H](C(=C)C(C)C)OC)[C@H]1CC[C@@]2([C@@]1(CCC3=C2CC[C@@H]4[C@@]3(CC[C@@H](C4(C)C)OC)C)C)C
• InChI: InChI=1S/C33H56O2/c1-21(2)23(4)27(34-10)20-22(3)24-14-18-33(9)26-12-13-28-30(5,6)29(35-11)16-17-31(28,7)25(26)15-19-32(24,33)8/h21-22,24,27-29H,4,12-20H2,1-3,5-11H3/t22-,24-,27+,28+,29+,31-,32-,33+/m1/s1
• InChI Key: SUYKKJYITPEKHL-BAFNNRMISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₅₆O₂
• Molecular Weight: 484.80 g/mol
• Exact Mass: 484.42803102 g/mol
• Topological Polar Surface Area (TPSA): 18.50 Ų
• XlogP: 9.20
• Atomic LogP (AlogP): 9.00
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9973	99.73%
Caco-2	+	0.5181	51.81%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5449	54.49%
OATP2B1 inhibitior	-	0.8595	85.95%
OATP1B1 inhibitior	+	0.7217	72.17%
OATP1B3 inhibitior	-	0.3351	33.51%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.5824	58.24%
P-glycoprotein inhibitior	+	0.6139	61.39%
P-glycoprotein substrate	-	0.5533	55.33%
CYP3A4 substrate	+	0.6644	66.44%
CYP2C9 substrate	-	0.7657	76.57%
CYP2D6 substrate	-	0.7129	71.29%
CYP3A4 inhibition	-	0.7658	76.58%
CYP2C9 inhibition	-	0.8505	85.05%
CYP2C19 inhibition	-	0.5000	50.00%
CYP2D6 inhibition	-	0.9436	94.36%
CYP1A2 inhibition	-	0.8644	86.44%
CYP2C8 inhibition	+	0.6162	61.62%
CYP inhibitory promiscuity	-	0.5825	58.25%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9220	92.20%
Carcinogenicity (trinary)	Non-required	0.5676	56.76%
Eye corrosion	-	0.9845	98.45%
Eye irritation	-	0.8903	89.03%
Skin irritation	-	0.6100	61.00%
Skin corrosion	-	0.9757	97.57%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6674	66.74%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	+	0.5057	50.57%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.5623	56.23%
Acute Oral Toxicity (c)	III	0.7128	71.28%
Estrogen receptor binding	+	0.7262	72.62%
Androgen receptor binding	+	0.7634	76.34%
Thyroid receptor binding	+	0.7166	71.66%
Glucocorticoid receptor binding	+	0.7856	78.56%
Aromatase binding	+	0.7338	73.38%
PPAR gamma	+	0.5734	57.34%
Honey bee toxicity	-	0.6618	66.18%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9923	99.23%

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	97.98%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.84%	91.11%
CHEMBL240	Q12809	HERG	93.76%	89.76%
CHEMBL2581	P07339	Cathepsin D	92.82%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.38%	97.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	91.69%	92.62%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	90.67%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.66%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.62%	95.89%
CHEMBL221	P23219	Cyclooxygenase-1	85.78%	90.17%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	85.76%	95.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.13%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.95%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.03%	95.50%
CHEMBL226	P30542	Adenosine A1 receptor	82.56%	95.93%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.42%	100.00%
CHEMBL5203	P33316	dUTP pyrophosphatase	80.35%	99.18%
CHEMBL233	P35372	Mu opioid receptor	80.23%	97.93%
CHEMBL1951	P21397	Monoamine oxidase A	80.07%	91.49%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.04%	97.14%

Plants that contains it

• Amentotaxus formosana

Cross-Links

• PubChem: 15549699
• LOTUS: LTS0117686
• wikiData: Q105261677