11-Chloro-12,13-dihydroxy-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: 2d6fc62f-0fcf-456d-bc49-7bd7355e1adc
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: 11-chloro-12,13-dihydroxy-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(C(C(C(C5(C3=CC(=O)O1)C)Cl)O)O)(C(=O)O4)C)O
• SMILES (Isomeric): CC(C1C23C(O2)C4C5C(C(C(C(C5(C3=CC(=O)O1)C)Cl)O)O)(C(=O)O4)C)O
• InChI: InChI=1S/C18H21ClO8/c1-5(20)13-18-6(4-7(21)25-13)16(2)10-9(14(18)27-18)26-15(24)17(10,3)12(23)8(22)11(16)19/h4-5,8-14,20,22-23H,1-3H3
• InChI Key: YXBBICUKBZSIMJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₁ClO₈
• Molecular Weight: 400.80 g/mol
• Exact Mass: 400.0924953 g/mol
• Topological Polar Surface Area (TPSA): 126.00 Ų
• XlogP: -1.00
• Atomic LogP (AlogP): -0.73
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9695	96.95%
Caco-2	-	0.7934	79.34%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6537	65.37%
OATP2B1 inhibitior	-	0.8586	85.86%
OATP1B1 inhibitior	+	0.8842	88.42%
OATP1B3 inhibitior	+	0.9362	93.62%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8846	88.46%
P-glycoprotein inhibitior	-	0.6676	66.76%
P-glycoprotein substrate	-	0.5241	52.41%
CYP3A4 substrate	+	0.6243	62.43%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8771	87.71%
CYP3A4 inhibition	-	0.8975	89.75%
CYP2C9 inhibition	-	0.7891	78.91%
CYP2C19 inhibition	-	0.7464	74.64%
CYP2D6 inhibition	-	0.9045	90.45%
CYP1A2 inhibition	-	0.8578	85.78%
CYP2C8 inhibition	-	0.8133	81.33%
CYP inhibitory promiscuity	-	0.8300	83.00%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8419	84.19%
Carcinogenicity (trinary)	Danger	0.6915	69.15%
Eye corrosion	-	0.9794	97.94%
Eye irritation	-	0.9659	96.59%
Skin irritation	-	0.6199	61.99%
Skin corrosion	-	0.8955	89.55%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7014	70.14%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	+	0.6105	61.05%
skin sensitisation	-	0.7712	77.12%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.7141	71.41%
Acute Oral Toxicity (c)	III	0.3896	38.96%
Estrogen receptor binding	+	0.7591	75.91%
Androgen receptor binding	+	0.6411	64.11%
Thyroid receptor binding	+	0.5984	59.84%
Glucocorticoid receptor binding	-	0.4721	47.21%
Aromatase binding	-	0.5541	55.41%
PPAR gamma	+	0.7341	73.41%
Honey bee toxicity	-	0.7086	70.86%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9792	97.92%

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	94.12%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.17%	94.45%
CHEMBL2581	P07339	Cathepsin D	89.46%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.03%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.84%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.06%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	87.51%	94.73%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.96%	97.14%
CHEMBL4072	P07858	Cathepsin B	80.08%	93.67%

Plants that contains it

• Podocarpus macrophyllus

Cross-Links

• PubChem: 74941536
• LOTUS: LTS0032460
• wikiData: Q105367490