(1S,2S,4S,5R,6S,8R,9R,11R,12S,13R,14R,15S,18S,21R,22S,23R)-8,9,12,13-tetrahydroxy-6,14,15,21,22-pentamethyl-10-methylidene-3,24-dioxaheptacyclo[16.5.2.01,15.02,4.05,14.06,11.018,23]pentacosan-25-one

Details

• Internal ID: db4de46e-0030-454b-82d4-1f221f81faea
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (1S,2S,4S,5R,6S,8R,9R,11R,12S,13R,14R,15S,18S,21R,22S,23R)-8,9,12,13-tetrahydroxy-6,14,15,21,22-pentamethyl-10-methylidene-3,24-dioxaheptacyclo[16.5.2.01,15.02,4.05,14.06,11.018,23]pentacosan-25-one
• SMILES (Canonical): CC1CCC23CCC4(C5(C(C6C(C4(C2C1C)OC3=O)O6)C7(CC(C(C(=C)C7C(C5O)O)O)O)C)C)C
• SMILES (Isomeric): C[C@@H]1CC[C@]23CC[C@]4([C@]5([C@H]([C@H]6[C@@H]([C@@]4([C@@H]2[C@H]1C)OC3=O)O6)[C@]7(C[C@H]([C@@H](C(=C)[C@@H]7[C@@H]([C@@H]5O)O)O)O)C)C)C
• InChI: InChI=1S/C29H42O7/c1-12-7-8-28-10-9-26(5)27(6)21(19-23(35-19)29(26,36-24(28)34)20(28)13(12)2)25(4)11-15(30)17(31)14(3)16(25)18(32)22(27)33/h12-13,15-23,30-33H,3,7-11H2,1-2,4-6H3/t12-,13+,15-,16-,17-,18+,19+,20-,21-,22+,23+,25+,26+,27+,28+,29-/m1/s1
• InChI Key: AHXPXQSETZWSNZ-VWJPVILASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₂O₇
• Molecular Weight: 502.60 g/mol
• Exact Mass: 502.29305367 g/mol
• Topological Polar Surface Area (TPSA): 120.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 2.19
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9687	96.87%
Caco-2	-	0.7256	72.56%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6377	63.77%
OATP2B1 inhibitior	-	0.7154	71.54%
OATP1B1 inhibitior	+	0.8564	85.64%
OATP1B3 inhibitior	+	0.9064	90.64%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7071	70.71%
BSEP inhibitior	-	0.5879	58.79%
P-glycoprotein inhibitior	-	0.6357	63.57%
P-glycoprotein substrate	-	0.5145	51.45%
CYP3A4 substrate	+	0.7141	71.41%
CYP2C9 substrate	-	0.6099	60.99%
CYP2D6 substrate	-	0.8117	81.17%
CYP3A4 inhibition	-	0.5699	56.99%
CYP2C9 inhibition	-	0.7739	77.39%
CYP2C19 inhibition	-	0.7700	77.00%
CYP2D6 inhibition	-	0.9422	94.22%
CYP1A2 inhibition	-	0.6425	64.25%
CYP2C8 inhibition	-	0.6295	62.95%
CYP inhibitory promiscuity	-	0.9589	95.89%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4823	48.23%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9385	93.85%
Skin irritation	+	0.5775	57.75%
Skin corrosion	-	0.9062	90.62%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.5352	53.52%
skin sensitisation	-	0.8036	80.36%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	+	0.7652	76.52%
Acute Oral Toxicity (c)	III	0.3027	30.27%
Estrogen receptor binding	+	0.6552	65.52%
Androgen receptor binding	+	0.7552	75.52%
Thyroid receptor binding	+	0.5519	55.19%
Glucocorticoid receptor binding	+	0.6708	67.08%
Aromatase binding	+	0.7467	74.67%
PPAR gamma	+	0.5507	55.07%
Honey bee toxicity	-	0.7613	76.13%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9935	99.35%

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	92.85%	91.11%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	91.19%	96.38%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.00%	96.09%
CHEMBL2581	P07339	Cathepsin D	89.98%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.26%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.66%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.53%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.02%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.99%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.94%	99.23%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.91%	97.14%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.43%	93.04%
CHEMBL1871	P10275	Androgen Receptor	82.87%	96.43%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.49%	95.89%
CHEMBL259	P32245	Melanocortin receptor 4	82.48%	95.38%
CHEMBL1902	P62942	FK506-binding protein 1A	81.63%	97.05%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.58%	96.61%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	80.02%	92.78%

Plants that contains it

• Helwingia chinensis

Cross-Links

• PubChem: 101258105
• LOTUS: LTS0180803
• wikiData: Q104912532