9,12,17-Trihydroxy-3,4,6,6,20,20,22,23-octamethyl-13-oxaheptacyclo[12.9.0.02,12.04,10.05,7.016,22.019,21]tricosa-9,16-diene-8,11,15,18-tetrone

Details

• Internal ID: d11154dc-6d3f-4910-89b0-e91b56aa9357
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: 9,12,17-trihydroxy-3,4,6,6,20,20,22,23-octamethyl-13-oxaheptacyclo[12.9.0.02,12.04,10.05,7.016,22.019,21]tricosa-9,16-diene-8,11,15,18-tetrone
• SMILES (Canonical): CC1C2C3C(C4(C5C(C5(C)C)C(=O)C(=C4C(=O)C3(OC2C(=O)C6=C(C(=O)C7C(C16C)C7(C)C)O)O)O)C)C
• SMILES (Isomeric): CC1C2C3C(C4(C5C(C5(C)C)C(=O)C(=C4C(=O)C3(OC2C(=O)C6=C(C(=O)C7C(C16C)C7(C)C)O)O)O)C)C
• InChI: InChI=1S/C30H36O8/c1-9-11-12-10(2)29(8)16(20(34)19(33)15-24(29)27(15,5)6)25(36)30(12,37)38-22(11)21(35)13-17(31)18(32)14-23(26(14,3)4)28(9,13)7/h9-12,14-15,22-24,31,34,37H,1-8H3
• InChI Key: RIBYBXVHBJUTBB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₃₆O₈
• Molecular Weight: 524.60 g/mol
• Exact Mass: 524.24101810 g/mol
• Topological Polar Surface Area (TPSA): 138.00 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 3.09
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9870	98.70%
Caco-2	-	0.7785	77.85%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7307	73.07%
OATP2B1 inhibitior	-	0.7122	71.22%
OATP1B1 inhibitior	+	0.8812	88.12%
OATP1B3 inhibitior	+	0.9387	93.87%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.4678	46.78%
P-glycoprotein inhibitior	+	0.5801	58.01%
P-glycoprotein substrate	-	0.7534	75.34%
CYP3A4 substrate	+	0.6185	61.85%
CYP2C9 substrate	-	0.8037	80.37%
CYP2D6 substrate	-	0.8751	87.51%
CYP3A4 inhibition	-	0.9098	90.98%
CYP2C9 inhibition	-	0.8071	80.71%
CYP2C19 inhibition	-	0.8785	87.85%
CYP2D6 inhibition	-	0.9294	92.94%
CYP1A2 inhibition	-	0.8040	80.40%
CYP2C8 inhibition	-	0.8210	82.10%
CYP inhibitory promiscuity	-	0.6336	63.36%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9743	97.43%
Carcinogenicity (trinary)	Danger	0.5574	55.74%
Eye corrosion	-	0.9770	97.70%
Eye irritation	-	0.8454	84.54%
Skin irritation	-	0.5633	56.33%
Skin corrosion	-	0.9112	91.12%
Ames mutagenesis	-	0.5183	51.83%
Human Ether-a-go-go-Related Gene inhibition	-	0.5151	51.51%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	+	0.7125	71.25%
skin sensitisation	-	0.6816	68.16%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.7259	72.59%
Acute Oral Toxicity (c)	III	0.4065	40.65%
Estrogen receptor binding	+	0.7173	71.73%
Androgen receptor binding	+	0.7149	71.49%
Thyroid receptor binding	+	0.6151	61.51%
Glucocorticoid receptor binding	+	0.5625	56.25%
Aromatase binding	+	0.6811	68.11%
PPAR gamma	+	0.7359	73.59%
Honey bee toxicity	-	0.8483	84.83%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9784	97.84%

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	94.00%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.35%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.30%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.33%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.69%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	80.66%	94.73%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 78077312
• LOTUS: LTS0271654
• wikiData: Q104196619