(1S,2R,11S,12S,14S,17S,19R,21R)-2,6,6,14,19-pentamethylspiro[7,16,18-trioxapentacyclo[12.6.1.02,12.05,10.017,21]henicosa-4,9-diene-11,2'-oxirane]-3,8,15,20-tetrone

Details

• Internal ID: 97f7e6b8-719a-4a43-9ac4-0218fa1aa736
• Taxonomy: Organoheterocyclic compounds > Furopyrans
• IUPAC Name: (1S,2R,11S,12S,14S,17S,19R,21R)-2,6,6,14,19-pentamethylspiro[7,16,18-trioxapentacyclo[12.6.1.02,12.05,10.017,21]henicosa-4,9-diene-11,2'-oxirane]-3,8,15,20-tetrone
• SMILES (Canonical): CC1C(=O)C2C3C(O1)OC(=O)C3(CC4C2(C(=O)C=C5C(=CC(=O)OC5(C)C)C46CO6)C)C
• SMILES (Isomeric): C[C@@H]1C(=O)[C@H]2[C@H]3[C@@H](O1)OC(=O)[C@]3(C[C@H]4[C@]2(C(=O)C=C5C(=CC(=O)OC5(C)C)[C@]46CO6)C)C
• InChI: InChI=1S/C24H26O8/c1-10-18(27)16-17-19(30-10)31-20(28)22(17,4)8-13-23(16,5)14(25)6-11-12(24(13)9-29-24)7-15(26)32-21(11,2)3/h6-7,10,13,16-17,19H,8-9H2,1-5H3/t10-,13+,16-,17+,19+,22+,23+,24-/m1/s1
• InChI Key: PCBBMDQLBUYDDZ-OLKDSNBSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₆O₈
• Molecular Weight: 442.50 g/mol
• Exact Mass: 442.16276778 g/mol
• Topological Polar Surface Area (TPSA): 109.00 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 1.66
• H-Bond Acceptor: 8
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9897	98.97%
Caco-2	+	0.4922	49.22%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7689	76.89%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8563	85.63%
OATP1B3 inhibitior	+	0.9638	96.38%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.6448	64.48%
P-glycoprotein inhibitior	+	0.7098	70.98%
P-glycoprotein substrate	-	0.5275	52.75%
CYP3A4 substrate	+	0.6676	66.76%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8754	87.54%
CYP3A4 inhibition	-	0.7024	70.24%
CYP2C9 inhibition	-	0.7852	78.52%
CYP2C19 inhibition	-	0.8254	82.54%
CYP2D6 inhibition	-	0.9234	92.34%
CYP1A2 inhibition	-	0.7344	73.44%
CYP2C8 inhibition	-	0.6189	61.89%
CYP inhibitory promiscuity	-	0.8258	82.58%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5477	54.77%
Eye corrosion	-	0.9833	98.33%
Eye irritation	-	0.8477	84.77%
Skin irritation	-	0.6314	63.14%
Skin corrosion	-	0.9198	91.98%
Ames mutagenesis	+	0.5046	50.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.5627	56.27%
Micronuclear	-	0.5600	56.00%
Hepatotoxicity	+	0.6543	65.43%
skin sensitisation	-	0.7289	72.89%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.8687	86.87%
Acute Oral Toxicity (c)	I	0.3764	37.64%
Estrogen receptor binding	+	0.8399	83.99%
Androgen receptor binding	+	0.7004	70.04%
Thyroid receptor binding	+	0.7151	71.51%
Glucocorticoid receptor binding	+	0.8123	81.23%
Aromatase binding	+	0.6506	65.06%
PPAR gamma	+	0.6808	68.08%
Honey bee toxicity	-	0.7108	71.08%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6800	68.00%
Fish aquatic toxicity	+	0.9973	99.73%

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	96.27%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.38%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.16%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.64%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.70%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.44%	92.94%
CHEMBL2996	Q05655	Protein kinase C delta	88.06%	97.79%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.28%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.49%	97.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.45%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	84.09%	94.73%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	83.62%	93.40%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.69%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.03%	85.14%
CHEMBL226	P30542	Adenosine A1 receptor	80.89%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.00%	94.45%

Plants that contains it

• Clibadium microcephalum
• Globularia nudicaulis
• Helianthus pumilus
• Leucas aspera
• Stemona parviflora

Cross-Links

• PubChem: 100853850
• NPASS: NPC256805
• LOTUS: LTS0048774
• wikiData: Q105205579