Rakanmakilactone I

Details

• Internal ID: 10f084c0-4557-49c7-b861-e46ce02afe45
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: (1S,2R,4S,5R,10S,12S,14R,15R,18R)-5-[(1R)-1-hydroxyethyl]-10,15-dimethyl-3,6,13,17-tetraoxahexacyclo[8.7.1.02,4.04,9.012,14.015,18]octadec-8-ene-7,16-dione
• SMILES (Canonical): CC(C1C23C(O2)C4C5C(C3=CC(=O)O1)(CC6C(C5(C(=O)O4)C)O6)C)O
• SMILES (Isomeric): C[C@H]([C@@H]1[C@]23[C@H](O2)[C@@H]4[C@@H]5[C@@](C3=CC(=O)O1)(C[C@H]6[C@@H]([C@@]5(C(=O)O4)C)O6)C)O
• InChI: InChI=1S/C18H20O7/c1-6(19)12-18-8(4-9(20)23-12)16(2)5-7-13(22-7)17(3)11(16)10(14(18)25-18)24-15(17)21/h4,6-7,10-14,19H,5H2,1-3H3/t6-,7+,10+,11-,12-,13+,14-,16-,17-,18-/m1/s1
• InChI Key: VEMLLYURLWGAJH-TXCHZXFWSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₀O₇
• Molecular Weight: 348.30 g/mol
• Exact Mass: 348.12090297 g/mol
• Topological Polar Surface Area (TPSA): 97.90 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): 0.10
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9781	97.81%
Caco-2	-	0.6666	66.66%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6903	69.03%
OATP2B1 inhibitior	-	0.8594	85.94%
OATP1B1 inhibitior	+	0.9043	90.43%
OATP1B3 inhibitior	+	0.9538	95.38%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8921	89.21%
P-glycoprotein inhibitior	-	0.6261	62.61%
P-glycoprotein substrate	-	0.5167	51.67%
CYP3A4 substrate	+	0.6194	61.94%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8726	87.26%
CYP3A4 inhibition	-	0.6419	64.19%
CYP2C9 inhibition	-	0.9024	90.24%
CYP2C19 inhibition	-	0.9144	91.44%
CYP2D6 inhibition	-	0.9520	95.20%
CYP1A2 inhibition	-	0.8445	84.45%
CYP2C8 inhibition	-	0.8234	82.34%
CYP inhibitory promiscuity	-	0.9139	91.39%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Danger	0.5343	53.43%
Eye corrosion	-	0.9848	98.48%
Eye irritation	-	0.9584	95.84%
Skin irritation	-	0.5673	56.73%
Skin corrosion	-	0.8754	87.54%
Ames mutagenesis	-	0.5937	59.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.8513	85.13%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	+	0.6283	62.83%
skin sensitisation	-	0.7345	73.45%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.5205	52.05%
Acute Oral Toxicity (c)	III	0.3205	32.05%
Estrogen receptor binding	+	0.8596	85.96%
Androgen receptor binding	+	0.6301	63.01%
Thyroid receptor binding	+	0.5649	56.49%
Glucocorticoid receptor binding	+	0.6617	66.17%
Aromatase binding	-	0.5103	51.03%
PPAR gamma	+	0.7576	75.76%
Honey bee toxicity	-	0.8196	81.96%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.9245	92.45%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.86%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.52%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.09%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.37%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.15%	95.56%
CHEMBL2581	P07339	Cathepsin D	87.23%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.83%	91.11%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.64%	97.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.32%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.09%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	83.63%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.35%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.08%	95.89%

Plants that contains it

• Podocarpus macrophyllus

Cross-Links

• PubChem: 10066317
• LOTUS: LTS0125664
• wikiData: Q105284700