(1R,2S,10R,11S)-6,15-bis[(1R)-1,2-dihydroxyethyl]-5,7,10,11,14,16-hexamethylpentacyclo[9.7.0.02,10.03,8.013,18]octadeca-3(8),4,6,13(18),14,16-hexaene-9,12-dione

Details

• Internal ID: 1ba8f8fa-b64e-4c16-bf3d-e65479781f58
• Taxonomy: Benzenoids > Indanes > Indanones
• IUPAC Name: (1R,2S,10R,11S)-6,15-bis[(1R)-1,2-dihydroxyethyl]-5,7,10,11,14,16-hexamethylpentacyclo[9.7.0.02,10.03,8.013,18]octadeca-3(8),4,6,13(18),14,16-hexaene-9,12-dione
• SMILES (Canonical): CC1=CC2=C(C(=C1C(CO)O)C)C(=O)C3(C2C4C3(C(=O)C5=C4C=C(C(=C5C)C(CO)O)C)C)C
• SMILES (Isomeric): CC1=CC2=C(C(=C1[C@H](CO)O)C)C(=O)[C@]3([C@@H]2[C@@H]4[C@]3(C(=O)C5=C4C=C(C(=C5C)[C@H](CO)O)C)C)C
• InChI: InChI=1S/C28H32O6/c1-11-7-15-21(13(3)19(11)17(31)9-29)25(33)27(5)23(15)24-16-8-12(2)20(18(32)10-30)14(4)22(16)26(34)28(24,27)6/h7-8,17-18,23-24,29-32H,9-10H2,1-6H3/t17-,18-,23-,24+,27+,28-/m0/s1
• InChI Key: GRJWQUZZGDMRDZ-KMQVPFGLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₂O₆
• Molecular Weight: 464.50 g/mol
• Exact Mass: 464.21988874 g/mol
• Topological Polar Surface Area (TPSA): 115.00 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 3.26
• H-Bond Acceptor: 6
• 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	+	0.9605	96.05%
Caco-2	-	0.6354	63.54%
Blood Brain Barrier	-	0.5431	54.31%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6957	69.57%
OATP2B1 inhibitior	-	0.5718	57.18%
OATP1B1 inhibitior	+	0.8882	88.82%
OATP1B3 inhibitior	+	0.9323	93.23%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.5713	57.13%
P-glycoprotein inhibitior	-	0.5000	50.00%
P-glycoprotein substrate	-	0.8305	83.05%
CYP3A4 substrate	+	0.5266	52.66%
CYP2C9 substrate	-	0.8075	80.75%
CYP2D6 substrate	-	0.8190	81.90%
CYP3A4 inhibition	-	0.5993	59.93%
CYP2C9 inhibition	-	0.7877	78.77%
CYP2C19 inhibition	-	0.7173	71.73%
CYP2D6 inhibition	-	0.9088	90.88%
CYP1A2 inhibition	-	0.5599	55.99%
CYP2C8 inhibition	-	0.7503	75.03%
CYP inhibitory promiscuity	-	0.8702	87.02%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.6138	61.38%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.8363	83.63%
Skin irritation	-	0.7683	76.83%
Skin corrosion	-	0.9345	93.45%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7214	72.14%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	-	0.5617	56.17%
skin sensitisation	-	0.7521	75.21%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.6193	61.93%
Acute Oral Toxicity (c)	III	0.5927	59.27%
Estrogen receptor binding	+	0.7456	74.56%
Androgen receptor binding	+	0.7137	71.37%
Thyroid receptor binding	+	0.6330	63.30%
Glucocorticoid receptor binding	+	0.5935	59.35%
Aromatase binding	+	0.5640	56.40%
PPAR gamma	+	0.6487	64.87%
Honey bee toxicity	-	0.8864	88.64%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	+	0.9032	90.32%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.59%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.41%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.27%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.46%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.61%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.44%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.76%	89.00%
CHEMBL4040	P28482	MAP kinase ERK2	80.67%	83.82%

Plants that contains it

• Pteris multifida

Cross-Links

• PubChem: 163049620
• LOTUS: LTS0192670
• wikiData: Q105016120