11,12,13-Trihydroxy-5-(1-hydroxyethyl)-10,14-dimethyl-3,6,16-trioxapentacyclo[8.6.1.02,4.04,9.014,17]heptadec-8-ene-7,15-dione

Details

• Internal ID: eaa54503-0a2f-4ef0-828a-fa2481712599
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: 11,12,13-trihydroxy-5-(1-hydroxyethyl)-10,14-dimethyl-3,6,16-trioxapentacyclo[8.6.1.02,4.04,9.014,17]heptadec-8-ene-7,15-dione
• SMILES (Canonical): CC(C1C23C(O2)C4C5C(C3=CC(=O)O1)(C(C(C(C5(C(=O)O4)C)O)O)O)C)O
• SMILES (Isomeric): CC(C1C23C(O2)C4C5C(C3=CC(=O)O1)(C(C(C(C5(C(=O)O4)C)O)O)O)C)O
• InChI: InChI=1S/C18H22O9/c1-5(19)13-18-6(4-7(20)25-13)16(2)10-9(14(18)27-18)26-15(24)17(10,3)12(23)8(21)11(16)22/h4-5,8-14,19,21-23H,1-3H3
• InChI Key: XPNMRKYBBVWJQO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₂O₉
• Molecular Weight: 382.40 g/mol
• Exact Mass: 382.12638228 g/mol
• Topological Polar Surface Area (TPSA): 146.00 Ų
• XlogP: -2.30
• Atomic LogP (AlogP): -1.98
• H-Bond Acceptor: 9
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9083	90.83%
Caco-2	-	0.8223	82.23%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6636	66.36%
OATP2B1 inhibitior	-	0.8577	85.77%
OATP1B1 inhibitior	+	0.9012	90.12%
OATP1B3 inhibitior	+	0.9639	96.39%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8746	87.46%
P-glycoprotein inhibitior	-	0.6921	69.21%
P-glycoprotein substrate	-	0.5878	58.78%
CYP3A4 substrate	+	0.5816	58.16%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8789	87.89%
CYP3A4 inhibition	-	0.8054	80.54%
CYP2C9 inhibition	-	0.8718	87.18%
CYP2C19 inhibition	-	0.8771	87.71%
CYP2D6 inhibition	-	0.9413	94.13%
CYP1A2 inhibition	-	0.8768	87.68%
CYP2C8 inhibition	-	0.8776	87.76%
CYP inhibitory promiscuity	-	0.8151	81.51%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Danger	0.5736	57.36%
Eye corrosion	-	0.9811	98.11%
Eye irritation	-	0.9576	95.76%
Skin irritation	-	0.5709	57.09%
Skin corrosion	-	0.9006	90.06%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6924	69.24%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	+	0.6084	60.84%
skin sensitisation	-	0.7697	76.97%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.6114	61.14%
Acute Oral Toxicity (c)	III	0.3479	34.79%
Estrogen receptor binding	+	0.7233	72.33%
Androgen receptor binding	+	0.6257	62.57%
Thyroid receptor binding	+	0.5334	53.34%
Glucocorticoid receptor binding	-	0.5269	52.69%
Aromatase binding	-	0.5262	52.62%
PPAR gamma	+	0.6772	67.72%
Honey bee toxicity	-	0.8112	81.12%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7600	76.00%
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	96.40%	85.14%
CHEMBL2581	P07339	Cathepsin D	90.94%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.68%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.88%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.02%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.17%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	84.03%	94.73%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.74%	97.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.66%	99.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.29%	97.25%

Plants that contains it

• Podocarpus macrophyllus

Cross-Links

• PubChem: 74941537
• LOTUS: LTS0120094
• wikiData: Q105338869