[(1R,2R,3S,6S,7S,9S,10S,11S,12R,13S,14R)-2,6,9,11,13,14-hexahydroxy-7,10-dimethyl-11-propan-2-ylspiro[15-oxapentacyclo[7.5.1.01,6.07,13.010,14]pentadecane-3,2'-oxirane]-12-yl] 1H-pyrrole-2-carboxylate

Details

• Internal ID: 73a7fec9-d10a-46ac-a14c-e4b745615eef
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(1R,2R,3S,6S,7S,9S,10S,11S,12R,13S,14R)-2,6,9,11,13,14-hexahydroxy-7,10-dimethyl-11-propan-2-ylspiro[15-oxapentacyclo[7.5.1.01,6.07,13.010,14]pentadecane-3,2'-oxirane]-12-yl] 1H-pyrrole-2-carboxylate
• SMILES (Canonical): CC(C)C1(C(C2(C3(CC4(C1(C2(C5(C3(CCC6(C5O)CO6)O)O4)O)C)O)C)O)OC(=O)C7=CC=CN7)O
• SMILES (Isomeric): CC(C)[C@]1([C@H]([C@]2([C@]3(C[C@]4([C@@]1([C@@]2([C@@]5([C@@]3(CC[C@@]6([C@H]5O)CO6)O)O4)O)C)O)C)O)OC(=O)C7=CC=CN7)O
• InChI: InChI=1S/C25H33NO10/c1-12(2)22(31)16(35-14(27)13-6-5-9-26-13)23(32)17(3)10-21(30)18(22,4)25(23,33)24(36-21)15(28)19(11-34-19)7-8-20(17,24)29/h5-6,9,12,15-16,26,28-33H,7-8,10-11H2,1-4H3/t15-,16-,17+,18+,19+,20+,21+,22-,23-,24-,25-/m1/s1
• InChI Key: BLFWHBSHUQXUKD-LXDIRIJDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₃₃NO₁₀
• Molecular Weight: 507.50 g/mol
• Exact Mass: 507.21044625 g/mol
• Topological Polar Surface Area (TPSA): 185.00 Ų
• XlogP: -1.70
• Atomic LogP (AlogP): -1.05
• H-Bond Acceptor: 10
• H-Bond Donor: 7
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8206	82.06%
Caco-2	-	0.8025	80.25%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.4837	48.37%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8643	86.43%
OATP1B3 inhibitior	+	0.9324	93.24%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.6920	69.20%
P-glycoprotein inhibitior	-	0.5629	56.29%
P-glycoprotein substrate	+	0.6174	61.74%
CYP3A4 substrate	+	0.6855	68.55%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8510	85.10%
CYP3A4 inhibition	-	0.7622	76.22%
CYP2C9 inhibition	-	0.8505	85.05%
CYP2C19 inhibition	-	0.8565	85.65%
CYP2D6 inhibition	-	0.9247	92.47%
CYP1A2 inhibition	-	0.8522	85.22%
CYP2C8 inhibition	+	0.4575	45.75%
CYP inhibitory promiscuity	-	0.8696	86.96%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6229	62.29%
Eye corrosion	-	0.9876	98.76%
Eye irritation	-	0.9249	92.49%
Skin irritation	-	0.7448	74.48%
Skin corrosion	-	0.9288	92.88%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5305	53.05%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	-	0.5698	56.98%
skin sensitisation	-	0.8415	84.15%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.6528	65.28%
Acute Oral Toxicity (c)	III	0.7153	71.53%
Estrogen receptor binding	+	0.7886	78.86%
Androgen receptor binding	+	0.7466	74.66%
Thyroid receptor binding	+	0.6031	60.31%
Glucocorticoid receptor binding	+	0.6829	68.29%
Aromatase binding	+	0.7719	77.19%
PPAR gamma	+	0.5587	55.87%
Honey bee toxicity	-	0.7528	75.28%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6305	63.05%
Fish aquatic toxicity	+	0.8836	88.36%

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	98.06%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.45%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.15%	94.45%
CHEMBL2581	P07339	Cathepsin D	95.47%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	92.90%	83.82%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.60%	82.69%
CHEMBL3922	P50579	Methionine aminopeptidase 2	89.88%	97.28%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.54%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.73%	95.56%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	88.00%	85.30%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.67%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.44%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.80%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.78%	86.33%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.72%	100.00%
CHEMBL2996	Q05655	Protein kinase C delta	80.82%	97.79%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.60%	97.14%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.32%	91.07%

Plants that contains it

• Ryania speciosa

Cross-Links

• PubChem: 24846106
• LOTUS: LTS0020052
• wikiData: Q104937980