(1S,2S,4R,5R,9S,12R,17R)-12-ethenyl-5-hydroxy-1,6-dimethyl-3,8,13-trioxapentacyclo[7.7.1.02,4.06,17.011,16]heptadeca-10,15-diene-7,14-dione

Details

• Internal ID: 5c2db824-58db-420b-a265-af1f69dd4e3d
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: (1S,2S,4R,5R,9S,12R,17R)-12-ethenyl-5-hydroxy-1,6-dimethyl-3,8,13-trioxapentacyclo[7.7.1.02,4.06,17.011,16]heptadeca-10,15-diene-7,14-dione
• SMILES (Canonical): CC12C3C(C=C4C(OC(=O)C=C4C3(C5C(C1O)O5)C)C=C)OC2=O
• SMILES (Isomeric): C[C@]12[C@H]3[C@H](C=C4C1=CC(=O)O[C@@H]4C=C)OC(=O)C3([C@H]([C@@H]5[C@H]2O5)O)C
• InChI: InChI=1S/C18H18O6/c1-4-9-7-5-10-13-17(2,8(7)6-11(19)22-9)15-12(24-15)14(20)18(13,3)16(21)23-10/h4-6,9-10,12-15,20H,1H2,2-3H3/t9-,10+,12-,13-,14+,15-,17-,18?/m1/s1
• InChI Key: GYGGJZCRRDXTBB-CRFFBRKWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₈O₆
• Molecular Weight: 330.30 g/mol
• Exact Mass: 330.11033829 g/mol
• Topological Polar Surface Area (TPSA): 85.40 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 0.66
• H-Bond Acceptor: 6
• 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	+	0.9749	97.49%
Caco-2	-	0.6335	63.35%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7159	71.59%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8509	85.09%
OATP1B3 inhibitior	+	0.9421	94.21%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8729	87.29%
P-glycoprotein inhibitior	-	0.6610	66.10%
P-glycoprotein substrate	-	0.7238	72.38%
CYP3A4 substrate	+	0.6053	60.53%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8873	88.73%
CYP3A4 inhibition	+	0.5353	53.53%
CYP2C9 inhibition	-	0.8989	89.89%
CYP2C19 inhibition	-	0.8683	86.83%
CYP2D6 inhibition	-	0.9314	93.14%
CYP1A2 inhibition	-	0.8943	89.43%
CYP2C8 inhibition	-	0.8005	80.05%
CYP inhibitory promiscuity	-	0.8469	84.69%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Danger	0.4523	45.23%
Eye corrosion	-	0.9711	97.11%
Eye irritation	-	0.9388	93.88%
Skin irritation	-	0.5680	56.80%
Skin corrosion	-	0.8759	87.59%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8687	86.87%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	+	0.6407	64.07%
skin sensitisation	-	0.6875	68.75%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.7592	75.92%
Acute Oral Toxicity (c)	II	0.3314	33.14%
Estrogen receptor binding	+	0.6744	67.44%
Androgen receptor binding	+	0.5890	58.90%
Thyroid receptor binding	-	0.5369	53.69%
Glucocorticoid receptor binding	-	0.5584	55.84%
Aromatase binding	+	0.5221	52.21%
PPAR gamma	+	0.7248	72.48%
Honey bee toxicity	-	0.7879	78.79%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9608	96.08%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2039	P27338	Monoamine oxidase B	94.47%	92.51%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.50%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	92.06%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.79%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	87.16%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.32%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.29%	86.33%
CHEMBL2581	P07339	Cathepsin D	83.53%	98.95%
CHEMBL4530	P00488	Coagulation factor XIII	82.82%	96.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.00%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.68%	100.00%

Plants that contains it

• Podocarpus neriifolius

Cross-Links

• PubChem: 163190176
• LOTUS: LTS0036246
• wikiData: Q105023708