[(1R,3S,3aS,5aS,5bS,6S,7aS,9R,10R,11aS,13aR,13bS)-1,6-dihydroxy-3a,5a,8,8,11a,13a-hexamethyl-3-propan-2-yl-9-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4,5,5b,6,7,7a,9,10,11,13,13b-tetradecahydrocyclopenta[a]chrysen-10-yl] acetate

Details

• Internal ID: 82d3778a-d9dc-4109-a0bd-15832df7f9db
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(1R,3S,3aS,5aS,5bS,6S,7aS,9R,10R,11aS,13aR,13bS)-1,6-dihydroxy-3a,5a,8,8,11a,13a-hexamethyl-3-propan-2-yl-9-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,2,3,4,5,5b,6,7,7a,9,10,11,13,13b-tetradecahydrocyclopenta[a]chrysen-10-yl] acetate
• SMILES (Canonical): CC(C)C1CC(C2C1(CCC3(C2(CC=C4C3C(CC5C4(CC(C(C5(C)C)OC6C(C(C(C(O6)CO)O)O)O)OC(=O)C)C)O)C)C)C)O
• SMILES (Isomeric): CC(C)[C@@H]1C[C@H]([C@H]2[C@]1(CC[C@@]3([C@@]2(CC=C4[C@H]3[C@H](C[C@H]5[C@@]4(C[C@H]([C@@H](C5(C)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)OC(=O)C)C)O)C)C)C)O
• InChI: InChI=1S/C38H62O10/c1-18(2)21-14-23(42)31-35(21,6)12-13-37(8)27-20(10-11-38(31,37)9)36(7)16-24(46-19(3)40)32(34(4,5)26(36)15-22(27)41)48-33-30(45)29(44)28(43)25(17-39)47-33/h10,18,21-33,39,41-45H,11-17H2,1-9H3/t21-,22-,23+,24+,25+,26+,27-,28+,29-,30+,31-,32-,33-,35-,36+,37-,38+/m0/s1
• InChI Key: IIEZTQGGXCNWOJ-BXQJVNNPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₆₂O₁₀
• Molecular Weight: 678.90 g/mol
• Exact Mass: 678.43429817 g/mol
• Topological Polar Surface Area (TPSA): 166.00 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 3.33
• H-Bond Acceptor: 10
• H-Bond Donor: 6
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9026	90.26%
Caco-2	-	0.8657	86.57%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8474	84.74%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8383	83.83%
OATP1B3 inhibitior	-	0.2724	27.24%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.6568	65.68%
BSEP inhibitior	-	0.5850	58.50%
P-glycoprotein inhibitior	+	0.7493	74.93%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.7141	71.41%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8827	88.27%
CYP3A4 inhibition	-	0.8752	87.52%
CYP2C9 inhibition	-	0.8084	80.84%
CYP2C19 inhibition	-	0.9022	90.22%
CYP2D6 inhibition	-	0.9331	93.31%
CYP1A2 inhibition	-	0.8266	82.66%
CYP2C8 inhibition	+	0.5697	56.97%
CYP inhibitory promiscuity	-	0.9107	91.07%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6947	69.47%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9211	92.11%
Skin irritation	+	0.5185	51.85%
Skin corrosion	-	0.9448	94.48%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7838	78.38%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.6882	68.82%
skin sensitisation	-	0.9059	90.59%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.8049	80.49%
Acute Oral Toxicity (c)	III	0.6684	66.84%
Estrogen receptor binding	+	0.6453	64.53%
Androgen receptor binding	+	0.7430	74.30%
Thyroid receptor binding	-	0.5661	56.61%
Glucocorticoid receptor binding	+	0.6466	64.66%
Aromatase binding	+	0.6703	67.03%
PPAR gamma	+	0.6949	69.49%
Honey bee toxicity	-	0.6524	65.24%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9645	96.45%

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	98.70%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.12%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.48%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.93%	97.25%
CHEMBL2581	P07339	Cathepsin D	95.58%	98.95%
CHEMBL2996	Q05655	Protein kinase C delta	93.46%	97.79%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.61%	85.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.49%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.17%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.98%	97.09%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	89.61%	89.05%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	89.20%	91.24%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.87%	95.56%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.59%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.43%	95.89%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	86.15%	82.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.96%	94.33%
CHEMBL5028	O14672	ADAM10	83.77%	97.50%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.55%	91.07%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	82.94%	94.08%
CHEMBL3922	P50579	Methionine aminopeptidase 2	82.35%	97.28%
CHEMBL221	P23219	Cyclooxygenase-1	82.14%	90.17%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.68%	95.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.86%	89.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.52%	95.83%
CHEMBL226	P30542	Adenosine A1 receptor	80.46%	95.93%
CHEMBL3401	O75469	Pregnane X receptor	80.44%	94.73%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	80.12%	80.00%

Plants that contains it

• Panax japonicus
• Rubia yunnanensis

Cross-Links

• PubChem: 162907329
• LOTUS: LTS0249413
• wikiData: Q105113431