Petroside

Details

• Internal ID: d6b6f0a6-c1b2-4d44-8522-2c7e1a556cfc
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[[(1S,2R,3S,4S)-3-hydroxy-4-methyl-1-prop-1-en-2-yl-7-oxabicyclo[2.2.1]heptan-2-yl]oxy]oxane-3,4,5-triol
• SMILES (Canonical): CC(=C)C12CCC(O1)(C(C2OC3C(C(C(C(O3)CO)O)O)O)O)C
• SMILES (Isomeric): CC(=C)[C@]12CC[C@](O1)([C@H]([C@H]2O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O)C
• InChI: InChI=1S/C16H26O8/c1-7(2)16-5-4-15(3,24-16)12(21)13(16)23-14-11(20)10(19)9(18)8(6-17)22-14/h8-14,17-21H,1,4-6H2,2-3H3/t8-,9-,10+,11-,12+,13-,14+,15+,16+/m1/s1
• InChI Key: QKTWROSLSKQSBD-YOPUQRQPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₆O₈
• Molecular Weight: 346.37 g/mol
• Exact Mass: 346.16276778 g/mol
• Topological Polar Surface Area (TPSA): 129.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -1.57
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5196	51.96%
Caco-2	-	0.7964	79.64%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.6806	68.06%
OATP2B1 inhibitior	-	0.8556	85.56%
OATP1B1 inhibitior	+	0.8876	88.76%
OATP1B3 inhibitior	+	0.9088	90.88%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.9182	91.82%
P-glycoprotein inhibitior	-	0.9015	90.15%
P-glycoprotein substrate	-	0.9052	90.52%
CYP3A4 substrate	+	0.5911	59.11%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8431	84.31%
CYP3A4 inhibition	-	0.8582	85.82%
CYP2C9 inhibition	-	0.8447	84.47%
CYP2C19 inhibition	-	0.8711	87.11%
CYP2D6 inhibition	-	0.9162	91.62%
CYP1A2 inhibition	-	0.8407	84.07%
CYP2C8 inhibition	-	0.7990	79.90%
CYP inhibitory promiscuity	-	0.7735	77.35%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6385	63.85%
Eye corrosion	-	0.9880	98.80%
Eye irritation	-	0.9734	97.34%
Skin irritation	-	0.6341	63.41%
Skin corrosion	-	0.9268	92.68%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5911	59.11%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.7726	77.26%
skin sensitisation	-	0.8697	86.97%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.6199	61.99%
Acute Oral Toxicity (c)	III	0.4876	48.76%
Estrogen receptor binding	-	0.5104	51.04%
Androgen receptor binding	-	0.5695	56.95%
Thyroid receptor binding	+	0.6836	68.36%
Glucocorticoid receptor binding	+	0.5683	56.83%
Aromatase binding	+	0.7484	74.84%
PPAR gamma	+	0.6395	63.95%
Honey bee toxicity	-	0.8046	80.46%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7050	70.50%
Fish aquatic toxicity	+	0.8814	88.14%

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	98.49%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.87%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.75%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.90%	97.09%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.73%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.18%	95.89%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.00%	96.61%
CHEMBL2996	Q05655	Protein kinase C delta	82.60%	97.79%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.81%	94.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.82%	100.00%
CHEMBL2581	P07339	Cathepsin D	80.28%	98.95%

Plants that contains it

• Atroxima liberica
• Linum salsoloides
• Mentha canadensis
• Palafoxia texana
• Sanguisorba officinalis
• Scutellaria sieberi
• Smilax bracteata

Cross-Links

• PubChem: 10569581
• NPASS: NPC247506
• LOTUS: LTS0077227
• wikiData: Q105223326