(10S)-1,3,8,10-tetrahydroxy-6-methyl-4,5-bis(3-methylbut-2-enyl)-10H-anthracen-9-one

Details

• Internal ID: 5158dc78-8a3a-4cd5-82ea-4271b160c480
• Taxonomy: Benzenoids > Anthracenes
• IUPAC Name: (10S)-1,3,8,10-tetrahydroxy-6-methyl-4,5-bis(3-methylbut-2-enyl)-10H-anthracen-9-one
• SMILES (Canonical): CC1=CC(=C2C(=C1CC=C(C)C)C(C3=C(C(=CC(=C3C2=O)O)O)CC=C(C)C)O)O
• SMILES (Isomeric): CC1=CC(=C2C(=C1CC=C(C)C)[C@@H](C3=C(C(=CC(=C3C2=O)O)O)CC=C(C)C)O)O
• InChI: InChI=1S/C25H28O5/c1-12(2)6-8-15-14(5)10-18(27)22-20(15)24(29)21-16(9-7-13(3)4)17(26)11-19(28)23(21)25(22)30/h6-7,10-11,24,26-29H,8-9H2,1-5H3/t24-/m0/s1
• InChI Key: HDMVLEWLWPOMNK-DEOSSOPVSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₂₈O₅
• Molecular Weight: 408.50 g/mol
• Exact Mass: 408.19367399 g/mol
• Topological Polar Surface Area (TPSA): 98.00 Ų
• XlogP: 5.90
• Atomic LogP (AlogP): 4.76
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9947	99.47%
Caco-2	-	0.5396	53.96%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7287	72.87%
OATP2B1 inhibitior	-	0.5621	56.21%
OATP1B1 inhibitior	+	0.8851	88.51%
OATP1B3 inhibitior	+	0.9278	92.78%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.7119	71.19%
P-glycoprotein inhibitior	-	0.5694	56.94%
P-glycoprotein substrate	-	0.8674	86.74%
CYP3A4 substrate	-	0.5509	55.09%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7870	78.70%
CYP3A4 inhibition	-	0.5574	55.74%
CYP2C9 inhibition	+	0.8739	87.39%
CYP2C19 inhibition	+	0.8588	85.88%
CYP2D6 inhibition	-	0.5383	53.83%
CYP1A2 inhibition	+	0.9397	93.97%
CYP2C8 inhibition	-	0.8629	86.29%
CYP inhibitory promiscuity	+	0.9381	93.81%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9011	90.11%
Carcinogenicity (trinary)	Non-required	0.7014	70.14%
Eye corrosion	-	0.9931	99.31%
Eye irritation	-	0.6498	64.98%
Skin irritation	-	0.6891	68.91%
Skin corrosion	-	0.9151	91.51%
Ames mutagenesis	+	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6499	64.99%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.5637	56.37%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.6549	65.49%
Acute Oral Toxicity (c)	III	0.6715	67.15%
Estrogen receptor binding	+	0.8386	83.86%
Androgen receptor binding	+	0.6446	64.46%
Thyroid receptor binding	+	0.6031	60.31%
Glucocorticoid receptor binding	+	0.8859	88.59%
Aromatase binding	+	0.6102	61.02%
PPAR gamma	+	0.8768	87.68%
Honey bee toxicity	-	0.9074	90.74%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
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	97.47%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.09%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	94.17%	91.49%
CHEMBL3401	O75469	Pregnane X receptor	93.93%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.67%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.06%	89.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	85.66%	93.40%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.44%	99.15%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.35%	97.21%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.18%	93.03%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.44%	96.90%
CHEMBL1937	Q92769	Histone deacetylase 2	80.42%	94.75%

Plants that contains it

• Harungana madagascariensis
• Vismia latifolia

Cross-Links

• PubChem: 162893012
• LOTUS: LTS0051837
• wikiData: Q104667800