[1-acetyloxy-17-(5,6-dihydroxy-7,7-dimethyloxepan-3-yl)-4,4,8,10,13-pentamethyl-2,3,5,6,7,9,11,12,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl] benzoate

Details

• Internal ID: 79ac393d-1ad4-41ea-b1ba-2422931d37ff
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [1-acetyloxy-17-(5,6-dihydroxy-7,7-dimethyloxepan-3-yl)-4,4,8,10,13-pentamethyl-2,3,5,6,7,9,11,12,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl] benzoate
• SMILES (Canonical): CC(=O)OC1CC(C(C2C1(C3CCC4(C(CC=C4C3(CC2)C)C5CC(C(C(OC5)(C)C)O)O)C)C)(C)C)OC(=O)C6=CC=CC=C6
• SMILES (Isomeric): CC(=O)OC1CC(C(C2C1(C3CCC4(C(CC=C4C3(CC2)C)C5CC(C(C(OC5)(C)C)O)O)C)C)(C)C)OC(=O)C6=CC=CC=C6
• InChI: InChI=1S/C39H56O7/c1-23(40)45-32-21-31(46-34(43)24-12-10-9-11-13-24)35(2,3)28-16-19-38(7)29-15-14-26(37(29,6)18-17-30(38)39(28,32)8)25-20-27(41)33(42)36(4,5)44-22-25/h9-13,15,25-28,30-33,41-42H,14,16-22H2,1-8H3
• InChI Key: PDPWSBGNSXFOOW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₅₆O₇
• Molecular Weight: 636.90 g/mol
• Exact Mass: 636.40260412 g/mol
• Topological Polar Surface Area (TPSA): 102.00 Ų
• XlogP: 7.50
• Atomic LogP (AlogP): 6.90
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9850	98.50%
Caco-2	-	0.8147	81.47%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8577	85.77%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8604	86.04%
OATP1B3 inhibitior	+	0.8989	89.89%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9068	90.68%
BSEP inhibitior	+	0.9713	97.13%
P-glycoprotein inhibitior	+	0.8077	80.77%
P-glycoprotein substrate	-	0.5415	54.15%
CYP3A4 substrate	+	0.7353	73.53%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8566	85.66%
CYP3A4 inhibition	-	0.6549	65.49%
CYP2C9 inhibition	-	0.5399	53.99%
CYP2C19 inhibition	-	0.7474	74.74%
CYP2D6 inhibition	-	0.9300	93.00%
CYP1A2 inhibition	-	0.6517	65.17%
CYP2C8 inhibition	+	0.8412	84.12%
CYP inhibitory promiscuity	-	0.9194	91.94%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5766	57.66%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.9289	92.89%
Skin irritation	-	0.5722	57.22%
Skin corrosion	-	0.9408	94.08%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8329	83.29%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.8782	87.82%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.7289	72.89%
Acute Oral Toxicity (c)	I	0.5713	57.13%
Estrogen receptor binding	+	0.7935	79.35%
Androgen receptor binding	+	0.7160	71.60%
Thyroid receptor binding	+	0.5767	57.67%
Glucocorticoid receptor binding	+	0.8052	80.52%
Aromatase binding	+	0.6561	65.61%
PPAR gamma	+	0.7249	72.49%
Honey bee toxicity	-	0.7128	71.28%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5055	50.55%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.58%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.14%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.06%	86.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.49%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.63%	99.23%
CHEMBL340	P08684	Cytochrome P450 3A4	90.55%	91.19%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	90.46%	94.62%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	90.39%	95.50%
CHEMBL5028	O14672	ADAM10	89.16%	97.50%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	88.22%	94.08%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.03%	97.14%
CHEMBL2850	P49840	Glycogen synthase kinase-3 alpha	86.62%	88.84%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.32%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.48%	95.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.40%	82.69%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.23%	89.00%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	84.74%	83.00%
CHEMBL221	P23219	Cyclooxygenase-1	84.33%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.14%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.80%	95.89%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	83.39%	89.23%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	83.06%	94.23%
CHEMBL4267	P37173	TGF-beta receptor type II	82.27%	88.18%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.00%	85.14%

Plants that contains it

• Melia azedarach

Cross-Links

• PubChem: 162987404
• LOTUS: LTS0093551
• wikiData: Q105206666