(1S,2S)-2-[2-(3,3-dimethyloxiran-2-yl)ethyl]-4-[(1E,3E)-4-[(3S,4S)-3-[2-(3,3-dimethyloxiran-2-yl)ethyl]-4-hydroxy-3-methylcyclohexen-1-yl]buta-1,3-dienyl]-2-methylcyclohex-3-en-1-ol

Details

• Internal ID: 9ab59a37-4c3c-4a56-886a-96119977415f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (1S,2S)-2-[2-(3,3-dimethyloxiran-2-yl)ethyl]-4-[(1E,3E)-4-[(3S,4S)-3-[2-(3,3-dimethyloxiran-2-yl)ethyl]-4-hydroxy-3-methylcyclohexen-1-yl]buta-1,3-dienyl]-2-methylcyclohex-3-en-1-ol
• SMILES (Canonical): CC1(C(O1)CCC2(C=C(CCC2O)C=CC=CC3=CC(C(CC3)O)(C)CCC4C(O4)(C)C)C)C
• SMILES (Isomeric): C[C@]1([C@H](CCC(=C1)/C=C/C=C/C2=C[C@@]([C@H](CC2)O)(CCC3OC3(C)C)C)O)CCC4OC4(C)C
• InChI: InChI=1S/C30H46O4/c1-27(2)25(33-27)15-17-29(5)19-21(11-13-23(29)31)9-7-8-10-22-12-14-24(32)30(6,20-22)18-16-26-28(3,4)34-26/h7-10,19-20,23-26,31-32H,11-18H2,1-6H3/b9-7+,10-8+/t23-,24-,25?,26?,29-,30-/m0/s1
• InChI Key: FJTVRYAPINZQRK-HUTYMNJZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₆O₄
• Molecular Weight: 470.70 g/mol
• Exact Mass: 470.33960994 g/mol
• Topological Polar Surface Area (TPSA): 65.50 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 6.19
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9744	97.44%
Caco-2	-	0.6711	67.11%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6883	68.83%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9082	90.82%
OATP1B3 inhibitior	+	0.9402	94.02%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	+	0.9844	98.44%
P-glycoprotein inhibitior	+	0.7056	70.56%
P-glycoprotein substrate	-	0.7947	79.47%
CYP3A4 substrate	+	0.5434	54.34%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7790	77.90%
CYP3A4 inhibition	-	0.6759	67.59%
CYP2C9 inhibition	-	0.8203	82.03%
CYP2C19 inhibition	-	0.7676	76.76%
CYP2D6 inhibition	-	0.9290	92.90%
CYP1A2 inhibition	-	0.8844	88.44%
CYP2C8 inhibition	-	0.7296	72.96%
CYP inhibitory promiscuity	-	0.7873	78.73%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9628	96.28%
Carcinogenicity (trinary)	Non-required	0.6444	64.44%
Eye corrosion	-	0.9873	98.73%
Eye irritation	-	0.9296	92.96%
Skin irritation	-	0.6268	62.68%
Skin corrosion	-	0.9472	94.72%
Ames mutagenesis	-	0.7691	76.91%
Human Ether-a-go-go-Related Gene inhibition	-	0.3687	36.87%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.5892	58.92%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.6250	62.50%
Acute Oral Toxicity (c)	III	0.6776	67.76%
Estrogen receptor binding	+	0.7371	73.71%
Androgen receptor binding	+	0.6692	66.92%
Thyroid receptor binding	+	0.6431	64.31%
Glucocorticoid receptor binding	+	0.7278	72.78%
Aromatase binding	+	0.6251	62.51%
PPAR gamma	+	0.5213	52.13%
Honey bee toxicity	-	0.9049	90.49%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9744	97.44%

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	96.94%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.24%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.31%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.89%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.49%	92.94%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.49%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.57%	95.89%
CHEMBL230	P35354	Cyclooxygenase-2	80.20%	89.63%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.19%	86.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 14759847
• LOTUS: LTS0077646
• wikiData: Q104996337