(1S,2S,3R,4aS,4bR,6aS,7S,10aS,10bR,12S,12aS)-2-acetyl-12-acetyloxy-7-ethyl-3-[(3S)-3-hydroxypentanoyl]oxy-4b,7,10a,12a-tetramethyl-1,2,3,4,4a,5,6,6a,8,9,10,10b,11,12-tetradecahydrochrysene-1-carboxylic acid

Details

• Internal ID: 2d84e908-b139-4d63-a3e5-94c86644349b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesterterpenoids > Scalarane sesterterpenoids
• IUPAC Name: (1S,2S,3R,4aS,4bR,6aS,7S,10aS,10bR,12S,12aS)-2-acetyl-12-acetyloxy-7-ethyl-3-[(3S)-3-hydroxypentanoyl]oxy-4b,7,10a,12a-tetramethyl-1,2,3,4,4a,5,6,6a,8,9,10,10b,11,12-tetradecahydrochrysene-1-carboxylic acid
• SMILES (Canonical): CCC(CC(=O)OC1CC2C3(CCC4C(CCCC4(C3CC(C2(C(C1C(=O)C)C(=O)O)C)OC(=O)C)C)(C)CC)C)O
• SMILES (Isomeric): CC[C@@H](CC(=O)O[C@@H]1C[C@H]2[C@@]3(CC[C@H]4[C@@](CCC[C@@]4([C@H]3C[C@@H]([C@@]2([C@H]([C@@H]1C(=O)C)C(=O)O)C)OC(=O)C)C)(C)CC)C)O
• InChI: InChI=1S/C34H54O8/c1-9-21(37)16-27(38)42-22-17-25-33(7)15-12-23-31(5,10-2)13-11-14-32(23,6)24(33)18-26(41-20(4)36)34(25,8)29(30(39)40)28(22)19(3)35/h21-26,28-29,37H,9-18H2,1-8H3,(H,39,40)/t21-,22+,23-,24+,25-,26-,28+,29+,31-,32-,33+,34+/m0/s1
• InChI Key: VFBXOXMDEZSTGF-GFABKKOPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₅₄O₈
• Molecular Weight: 590.80 g/mol
• Exact Mass: 590.38186868 g/mol
• Topological Polar Surface Area (TPSA): 127.00 Ų
• XlogP: 6.50
• Atomic LogP (AlogP): 5.97
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9900	99.00%
Caco-2	-	0.7689	76.89%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7224	72.24%
OATP2B1 inhibitior	-	0.7137	71.37%
OATP1B1 inhibitior	+	0.8329	83.29%
OATP1B3 inhibitior	+	0.9539	95.39%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8067	80.67%
P-glycoprotein inhibitior	+	0.7579	75.79%
P-glycoprotein substrate	-	0.5056	50.56%
CYP3A4 substrate	+	0.6944	69.44%
CYP2C9 substrate	-	0.6680	66.80%
CYP2D6 substrate	-	0.8573	85.73%
CYP3A4 inhibition	-	0.6843	68.43%
CYP2C9 inhibition	-	0.9264	92.64%
CYP2C19 inhibition	-	0.9437	94.37%
CYP2D6 inhibition	-	0.9565	95.65%
CYP1A2 inhibition	-	0.9155	91.55%
CYP2C8 inhibition	+	0.6219	62.19%
CYP inhibitory promiscuity	-	0.9681	96.81%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7066	70.66%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9076	90.76%
Skin irritation	+	0.4939	49.39%
Skin corrosion	-	0.9332	93.32%
Ames mutagenesis	-	0.7264	72.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.4259	42.59%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.6601	66.01%
skin sensitisation	-	0.8740	87.40%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7773	77.73%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.6920	69.20%
Acute Oral Toxicity (c)	III	0.5186	51.86%
Estrogen receptor binding	+	0.7986	79.86%
Androgen receptor binding	+	0.6877	68.77%
Thyroid receptor binding	-	0.5546	55.46%
Glucocorticoid receptor binding	+	0.7941	79.41%
Aromatase binding	+	0.7642	76.42%
PPAR gamma	+	0.6809	68.09%
Honey bee toxicity	-	0.6139	61.39%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9902	99.02%

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	98.05%	96.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	95.79%	96.38%
CHEMBL2581	P07339	Cathepsin D	93.42%	98.95%
CHEMBL237	P41145	Kappa opioid receptor	90.99%	98.10%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	90.88%	98.75%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.63%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.42%	97.25%
CHEMBL340	P08684	Cytochrome P450 3A4	89.81%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.71%	94.45%
CHEMBL2413	P32246	C-C chemokine receptor type 1	89.01%	89.50%
CHEMBL221	P23219	Cyclooxygenase-1	88.76%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.13%	86.33%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	87.97%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.85%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.12%	82.69%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.11%	95.50%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.06%	95.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.80%	100.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	85.70%	100.00%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	84.98%	97.53%
CHEMBL206	P03372	Estrogen receptor alpha	84.62%	97.64%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.23%	92.62%
CHEMBL233	P35372	Mu opioid receptor	83.86%	97.93%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	83.00%	96.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.45%	95.89%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.02%	96.47%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.87%	96.95%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	81.46%	97.29%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.43%	97.50%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.19%	97.28%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.96%	99.17%
CHEMBL5028	O14672	ADAM10	80.92%	97.50%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	80.54%	82.50%
CHEMBL5255	O00206	Toll-like receptor 4	80.02%	92.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162893890
• LOTUS: LTS0142563
• wikiData: Q105285102