(1S,14S,21S)-5,11,18-trimethyl-8,21-di(propan-2-yl)-2-oxapentacyclo[12.8.0.03,12.04,9.015,20]docosa-3(12),4,6,8,10,15(20),16,18-octaene-1,14,16-triol

Details

• Internal ID: aebf2d82-22a9-4e9b-887e-3d0aa8737997
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflavans
• IUPAC Name: (1S,14S,21S)-5,11,18-trimethyl-8,21-di(propan-2-yl)-2-oxapentacyclo[12.8.0.03,12.04,9.015,20]docosa-3(12),4,6,8,10,15(20),16,18-octaene-1,14,16-triol
• SMILES (Canonical): CC1=C2C(=C(C=C1)C(C)C)C=C(C3=C2OC4(CC(C5=C(C4(C3)O)C(=CC(=C5)C)O)C(C)C)O)C
• SMILES (Isomeric): CC1=C2C(=C(C=C1)C(C)C)C=C(C3=C2O[C@]4(C[C@H](C5=C([C@]4(C3)O)C(=CC(=C5)C)O)C(C)C)O)C
• InChI: InChI=1S/C30H36O4/c1-15(2)20-9-8-18(6)26-21(20)12-19(7)24-13-29(32)27-22(10-17(5)11-25(27)31)23(16(3)4)14-30(29,33)34-28(24)26/h8-12,15-16,23,31-33H,13-14H2,1-7H3/t23-,29-,30-/m0/s1
• InChI Key: LMJGACDAZUETDD-HDXYBINASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₃₆O₄
• Molecular Weight: 460.60 g/mol
• Exact Mass: 460.26135963 g/mol
• Topological Polar Surface Area (TPSA): 69.90 Ų
• XlogP: 6.50
• Atomic LogP (AlogP): 6.25
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8731	87.31%
Caco-2	+	0.5239	52.39%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5274	52.74%
OATP2B1 inhibitior	-	0.8541	85.41%
OATP1B1 inhibitior	+	0.9009	90.09%
OATP1B3 inhibitior	+	0.9478	94.78%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9259	92.59%
P-glycoprotein inhibitior	+	0.6589	65.89%
P-glycoprotein substrate	+	0.6347	63.47%
CYP3A4 substrate	+	0.6578	65.78%
CYP2C9 substrate	+	0.6000	60.00%
CYP2D6 substrate	-	0.6788	67.88%
CYP3A4 inhibition	-	0.9388	93.88%
CYP2C9 inhibition	-	0.9390	93.90%
CYP2C19 inhibition	-	0.9000	90.00%
CYP2D6 inhibition	-	0.8908	89.08%
CYP1A2 inhibition	-	0.6288	62.88%
CYP2C8 inhibition	+	0.6375	63.75%
CYP inhibitory promiscuity	-	0.9602	96.02%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6122	61.22%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.8312	83.12%
Skin irritation	-	0.7220	72.20%
Skin corrosion	-	0.8999	89.99%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8600	86.00%
Micronuclear	-	0.5541	55.41%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.8361	83.61%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.7250	72.50%
Acute Oral Toxicity (c)	III	0.6178	61.78%
Estrogen receptor binding	+	0.8166	81.66%
Androgen receptor binding	+	0.7460	74.60%
Thyroid receptor binding	+	0.7420	74.20%
Glucocorticoid receptor binding	+	0.7643	76.43%
Aromatase binding	+	0.7028	70.28%
PPAR gamma	+	0.7663	76.63%
Honey bee toxicity	-	0.7823	78.23%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9728	97.28%

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	99.27%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.10%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.54%	99.15%
CHEMBL2581	P07339	Cathepsin D	94.53%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.10%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.16%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.18%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.92%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.86%	96.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	89.39%	93.40%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.19%	93.56%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	88.40%	95.34%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.19%	93.99%
CHEMBL4581	P52732	Kinesin-like protein 1	86.68%	93.18%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	85.67%	93.65%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	85.58%	89.62%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	83.71%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.45%	96.77%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.89%	99.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.76%	94.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.07%	90.71%

Plants that contains it

• Curcuma parviflora

Cross-Links

• PubChem: 10367002
• LOTUS: LTS0090056
• wikiData: Q105154010