5-Chloro-4,6,7,9,15-pentahydroxypentacyclo[10.7.1.02,11.03,8.016,20]icosa-1,3,8,10,12(20),13,15,18-octaen-17-one

Details

• Internal ID: f12c9912-a03f-4beb-b1bf-b91d10c31349
• Taxonomy: Benzenoids > Naphthalenes
• IUPAC Name: 5-chloro-4,6,7,9,15-pentahydroxypentacyclo[10.7.1.02,11.03,8.016,20]icosa-1,3,8,10,12(20),13,15,18-octaen-17-one
• SMILES (Canonical): C1=CC(=C2C(=O)C=CC3=C4C(=CC(=C5C4=C(C(C(C5O)O)Cl)O)O)C1=C32)O
• SMILES (Isomeric): C1=CC(=C2C(=O)C=CC3=C4C(=CC(=C5C4=C(C(C(C5O)O)Cl)O)O)C1=C32)O
• InChI: InChI=1S/C20H13ClO6/c21-17-18(25)16-13-7-2-4-10(23)14-9(22)3-1-6(12(7)14)8(13)5-11(24)15(16)19(26)20(17)27/h1-5,17,19-20,22,24-27H
• InChI Key: XLURHSMMMKNSGH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₃ClO₆
• Molecular Weight: 384.80 g/mol
• Exact Mass: 384.0400658 g/mol
• Topological Polar Surface Area (TPSA): 118.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): 0.71
• H-Bond Acceptor: 6
• H-Bond Donor: 5
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9900	99.00%
Caco-2	-	0.8250	82.50%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6841	68.41%
OATP2B1 inhibitior	-	0.6911	69.11%
OATP1B1 inhibitior	+	0.9222	92.22%
OATP1B3 inhibitior	+	0.9362	93.62%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9088	90.88%
BSEP inhibitior	+	0.5610	56.10%
P-glycoprotein inhibitior	-	0.8840	88.40%
P-glycoprotein substrate	-	0.7917	79.17%
CYP3A4 substrate	+	0.5764	57.64%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8317	83.17%
CYP3A4 inhibition	+	0.5666	56.66%
CYP2C9 inhibition	+	0.6522	65.22%
CYP2C19 inhibition	-	0.5364	53.64%
CYP2D6 inhibition	-	0.6745	67.45%
CYP1A2 inhibition	+	0.8843	88.43%
CYP2C8 inhibition	-	0.6854	68.54%
CYP inhibitory promiscuity	+	0.8405	84.05%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8230	82.30%
Carcinogenicity (trinary)	Non-required	0.4539	45.39%
Eye corrosion	-	0.9803	98.03%
Eye irritation	-	0.6496	64.96%
Skin irritation	+	0.5175	51.75%
Skin corrosion	-	0.9145	91.45%
Ames mutagenesis	+	0.8646	86.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.8113	81.13%
Micronuclear	+	0.7248	72.48%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	+	0.5990	59.90%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.5232	52.32%
Acute Oral Toxicity (c)	IV	0.3534	35.34%
Estrogen receptor binding	+	0.7689	76.89%
Androgen receptor binding	+	0.5767	57.67%
Thyroid receptor binding	+	0.6510	65.10%
Glucocorticoid receptor binding	+	0.8277	82.77%
Aromatase binding	-	0.5208	52.08%
PPAR gamma	+	0.9108	91.08%
Honey bee toxicity	-	0.7177	71.77%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5547	55.47%
Fish aquatic toxicity	+	1.0000	100.00%

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	97.70%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	94.74%	91.49%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	92.42%	93.40%
CHEMBL2581	P07339	Cathepsin D	89.81%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.80%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.16%	99.15%
CHEMBL3194	P02766	Transthyretin	87.75%	90.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.98%	89.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	84.17%	96.67%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.80%	90.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162816758
• LOTUS: LTS0067481
• wikiData: Q104201116